3-Chloro-4-methoxybenzaldehyde → (3-Chloro-4-methoxyphenyl)methanol

HRID 1370123노트

반응식

HRID 1370123 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=[O:6].[BH4-].[Na+]>C(O)C.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5][OH:6]

참가 물질

5

반응물 2

HCID 786193-Chloro-4-methoxybenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 4312004(3-Chloro-4-methoxyphenyl)methanol수율 103.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-chloro-4-methoxybenzaldehyde (156 g) in a mixture of ethanol (750 ml) and tetrahydrofuran (500 ml) was added sodium borohydride (25 g) under ice-cooling. After stirring at ambient temperature for 2 hours, the mixture was partitioned between ethyl acetate and water. The organic layer was washed with water, 1N-hydrochloric acid, water, aqueous sodium bicarbonate and brine, successively, and dried over magnesium sulfate. Evaporation of the solvent gave 3-chloro-4-methoxybenzyl alcohol (164 g) as a yellow oil.

후처리

  1. temperaturecooling
  2. customthe mixture was partitioned between ethyl acetate and water
  3. washThe organic layer was washed with water, 1N-hydrochloric acid, water, aqueous sodium bicarbonate and brine
  4. dry with materialsuccessively, and dried over magnesium sulfate
  5. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-ea69f3e61c184cff9f3e53575f5eecf5
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06582351B1

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