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Thank you Procedure #2 (Source: J. org. Chem. 2017.82. 1575-15 3.) Start with 10

ID: 495644 • Letter: T

Question

Thank you Procedure #2 (Source: J. org. Chem. 2017.82. 1575-15 3.) Start with 10 g of methylanisole instead, 1- gromomethy 2-methoxy benzene. A stirred solution o aniso. 5 g, mmol) and Nuss (8 in benzers (125 ml., o 4 M was refluxe d for 4 h with irrad ation by 250 W IR lama and a 250 W white light lamp at a close distance. After P erg cooled to rt, the reaction crude was with hexanes, filtered through a pad of Celi e, and concentrated in vacuo. To the crude again: he follwed by filtering through a pad of Ceite. The filtrate wa concentrated, and the 1. bromomethy).2 methox 10 g, 49.7 mmol) was used directly for the next step oxybenzere Procedure ll3 (Source: Inorg. Chem 2014, 53, 3148-3152.) Start with .0.0200 g of PuOCI instead. PutMonON(H O). (Pu Mo). PuoCI. (0.0106 g, o o323 mmol) and concentrated llBr (SU HL) were heated in a 10 mL Teflon liner at 130 C until reduced :o a sold residue. After coobng to room temperature, the lanet was moved to an argon-filled glovebox. Moo. (o.0050 g. ed deionized water were 0. 34.3 mmol) and 200 AuL of argon sparg added to the liner. The liner was sealed in a steel jacket, heated to 230 C in a box furnace in the glovebox for 3 days, and then slow-cooled over 2 days. The resulting product was rinsed with deionized water, and orange columns were isolated Procedure #4 (Source: J Org. Chem. 2017, 82, 1114-1126.) Start with 5g of benzoic acid as "the benzoic acid." 5. General Procedures for the synthesis of Weinreb Amides from Corresponding Acids. 20 bottomed flask was added only chloride (12 equiv) dropwise into the stirring solution of the benzoic acid equav) n Cil.cl. at a "C. This was followed by additon of DMF (2 drops). The reaction mixture was allowed to warm to roon: temperature and stirred for another 1.S h and then recooled to 0 C. Et (3 equiv) and NO-di mixture amine hydrochloride (1.os cquiv) were added. The reaction for a was once ain alowed warm to room temperature and stirred further 6 h It was hed at room temperature with a saturated cuenc extracted twice olution of Nal Co. and the resulting mixture was with brine wi Cil Cl The combined organic extracts were washed under und d aed over anhydrous Na sou tiltered, and concentrated vacuum. The crude product was purified by sil ca gel flash column chromatography

Explanation / Answer

Solution:

Procedure #2: The reaction scheme is,

2-methylanisole + NBS + Benzene = 1-(bromonethyl)-2-Methoxybenzene

Molar mass:

2-methylanisole = 122.167 g/mol, NBS =177.99 g/mol, Benzene = 78.11 g/mol

1-(bromonethyl)-2-Methoxybenzene = 201.06 g/mol

Moles of 1-(bromonethyl)-2-Methoxybenzene = (10 g) / (201.06 g/mol) = 0.0497 moles = 49.73 mmol

density = mass / volume = 10 g / 125 ml = 0.08 (g/ml) (or) 0.08 (g/cc)

Kindly use the same procedure step as above for computing the other two procedures (or) post single question separately for quick answering.

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