Ammonium Chloride → (4-Bromo-3-methylphenyl)methanol

HRID 250858

반응식

HRID 250858 반응식
[BH4-].[Li+].[CH3:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[Br:14])[C:7](OC)=[O:8].[Cl-].[NH4+]>O1CCCC1>[Br:14][C:13]1[CH:12]=[CH:11][C:6]([CH2:7][OH:8])=[CH:5][C:4]=1[CH3:3]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 3294148Methyl 4-bromo-3-methylbenzoateHCID 4148881Lithium borohydride

생성물 1

HCID 10987288(4-Bromo-3-methylphenyl)methanol수율 104.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

284 mg (12.9 mmol, 3 eq) of lithium borohydride are added to a solution of 1.0 g (4.3 mmol, 1 eq) of methyl 3-methyl-4-bromobenzoate in 10 ml of tetrahydrofuran. The reaction mixture is stirred at 60° C. for 12 hours. The reaction medium is hydrolyzed with ammonium chloride solution and extracted with ethyl acetate. The organic phases are combined, washed with sodium chloride solution and dried over sodium sulfate. 900 mg of (4-bromo-3-methylphenyl)methanol are obtained in oil form and used in the following reaction without further purification.

후처리

  1. extractionextracted with ethyl acetate
  2. washwashed with sodium chloride solution
  3. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-248d93701dd240b08ba4e4ee8037fabb
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863332B2

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