Trimethylsilyldiazomethane → Methyl 3-(2-bromophenyl)propanoate

HRID 1827290Notes

Reaction equation

HRID 1827290 reaction equation
[CH3:1][Si](C=[N+]=[N-])(C)C.[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][C:17]([OH:19])=[O:18]>C1C=CC=CC=1.CO>[Br:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][C:17]([O:19][CH3:1])=[O:18]

Participants

5

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 3160103-(2-Bromophenyl)propionic acid

Product 1

HCID 15712815Methyl 3-(2-bromophenyl)propanoate

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 887MethanolSolvent

Procedure

Trimethylsilyldiazomethane (2M in hexanes, 5.0 mL, 10.0 mmol) was added to a solution of 3-(2-bromophenyl)propionic acid (1.376 g, 6.00 mmol) in anhydrous benzene (28 mL) and anhydrous methanol (8 mL). The reaction mixture was stirred at room temperature for 2 h, and then the volatiles were removed in vacuo, to yield crude methyl 3-(2-bromophenyl)propionate which was carried forward without further purification.

Workup

  1. customthe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-ab0ea7133b2f4d5686b6b6a077fd9de8
Source dataset
uspto-grants-2006_05
Patent number
US07053101B2

Reaction notes

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