Water → (5-Bromo-2-chlorophenyl)methanol

HRID 406399

반응식

HRID 406399 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH:11]=1)[C:7](OC)=[O:8].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH2:7][OH:8])[CH:11]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 842098Methyl 5-bromo-2-chlorobenzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 5074766(5-Bromo-2-chlorophenyl)methanol수율 92.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of methyl 5-bromo-2-chlorobenzoate (9.23 g) in THF (50 ml) was added dropwise under ice-cooling to a suspension of lithium aluminum hydride (1.42 g) in THF (100 ml). After the completion of addition, the reaction mixture was stirred at room temperature for 45 minutes. Water (1.4 ml), 5N sodium hydroxide solution (1.4 ml) and water (4.2 ml) were sequentially added under ice-cooling to the reaction mixture. The precipitate was removed through Celite and the filtrate was concentrated under reduced pressure to obtain a title compound (7.56 g).

후처리

  1. additionAfter the completion of addition
  2. temperaturecooling to the reaction mixture
  3. customThe precipitate was removed through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a8b97054ece845219ed8c188390ad668
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754100B2

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