Water → 2-(2-Bromo-3-methylphenyl)ethan-1-ol

HRID 427517노트

반응식

HRID 427517 반응식
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][C:10](OCC)=[O:11].O.[OH-].[Na+]>O1CCCC1>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][OH:11]

참가 물질

5

반응물 3

HCID 962Water2회HCID 14798Sodium HydroxideHCID 18357438Ethyl 2-(2-bromo-3-methylphenyl)acetate

생성물 1

HCID 226725712-(2-Bromo-3-methylphenyl)ethan-1-ol수율 98.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

LiAIH4 (3.1 g, 0.083 mol) was suspended in dry tetrahydrofuran (100 ml) in argon atmosphere. Ethyl 2-(2-bromo-3-methylphenyl)acetate (8.5 g, 0.033 mol) solved in dry tetrahydrofuran (50 ml) was added and the mixture was stirred at room temperature for 4 h. The mixture was cooled on ice and 3.1 ml of water was added dropwise, followed by 3.1 ml of 15% sodium hydroxide and then 9.3 ml of water. After 15 h. the solids were removed by filtration and washed thoroughly with tetrahydrofuran. The filtrate was removed under reduced pressure. Purification of the residue by filtrating through silica gel using methylene chloride:methanol (9:1) as eluent gave 7.0 g (98.6%) of the title compound as an oil.

후처리

  1. additionwas added
  2. additionwas added dropwise
  3. customAfter 15 h. the solids were removed by filtration
  4. washwashed thoroughly with tetrahydrofuran
  5. customThe filtrate was removed under reduced pressure
  6. customPurification of the residue
  7. filtrationby filtrating through silica gel

출처 및 근거

ORD 기록
ord-80bdd8ef9aec44e38f51ec468b0688a9
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313137B1

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