Water → (4-Cyclopropylphenyl)methanol

HRID 7360

반응식

HRID 7360 반응식
[CH:1]1([C:4]2[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[BH4-].[Li+].O>CO>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([CH2:8][OH:9])=[CH:10][CH:11]=2)[CH2:2][CH2:3]1

참가 물질

5

반응물 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 115064744-Cyclopropylbenzaldehyde

생성물 1

HCID 22135711(4-Cyclopropylphenyl)methanol수율 95.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4-cyclopropylbenzaldehyde (0.71 g) in methanol (10 mL) was added lithium borohydride (2 mol/L tetrahydrofuran solution, 3.7 mL), and the mixture was warmed to room temperature and stirred for 30 minutes. To the reaction mixture was added water, and the mixture was extracted with diethyl ether. The organic layer was washed with 1 mol/L hydrochloric acid solution and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1) to give 4-cyclopropylbenzyl alcohol (0.69 g).

후처리

  1. extractionthe mixture was extracted with diethyl ether
  2. washThe organic layer was washed with 1 mol/L hydrochloric acid solution and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)

출처 및 근거

ORD 기록
ord-621039449c2a4a8292dc2cf8bcf28ed2
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087579B2

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