Benzyl Alcohol → Benzyl 2-bromomethyl-6-methylbenzoate

HRID 1717444노트

반응식

HRID 1717444 반응식
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:9][CH2:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:12]=1[C:13](Br)=[O:14]>COC(C)(C)C>[Br:9][CH2:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:12]=1[C:13]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:14]

참가 물질

4

반응물 2

HCID 244Benzyl AlcoholHCID 219803072-(Bromomethyl)-6-methylbenzoyl bromide

생성물 1

HCID 68508430Benzyl 2-bromomethyl-6-methylbenzoate수율 104.9%

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

24.2 g (221 mmol) of benzyl alcohol are added with ice cooling to 136 g (233 mmol) of 2-bromomethyl-6-methylbenzoyl bromide solution (35% solution in heptane). Subsequently, the mixture is left to stir at RT for one hour. After addition of 500 ml of tert-butyl methyl ether, the organic solution is washed successively with 410 ml of sat. sodium hydrogencarbonate solution and four times with 300 ml each time of water. Subsequently, the solvent is removed fully under reduced pressure. 74 g of benzyl 2-bromomethyl-6-methylbenzoate are obtained as a colorless oil having a purity of 80%. The benzyl 2-bromomethyl-6-methylbenzoate prepared in this way has a molecular weight of 318.02 (C16H15BrO2); MS (ESI): 341.0 [M+Na]+.

후처리

  1. waitSubsequently, the mixture is left
  2. washthe organic solution is washed successively with 410 ml of sat. sodium hydrogencarbonate solution and four times with 300 ml each time of water
  3. customSubsequently, the solvent is removed fully under reduced pressure

출처 및 근거

ORD 기록
ord-9a01bc863d134a45a351273517a970b5
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803950B2

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