2-Ethyl-1-butanol → 4-Bromomethyl-benzoic acid 2-ethyl-butyl ester

HRID 1591983노트

반응식

HRID 1591983 반응식
[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[CH2:12]([CH:14]([CH2:17][CH3:18])[CH2:15][OH:16])[CH3:13]>C(Cl)Cl>[CH2:12]([CH:14]([CH2:17][CH3:18])[CH2:15][O:16][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][C:3]([CH2:2][Br:1])=[CH:4][CH:5]=1)[CH3:13]

참가 물질

4

반응물 2

HCID 73582-Ethyl-1-butanolHCID 50682894-Bromomethyl-benzoyl chloride

생성물 1

HCID 671383384-Bromomethyl-benzoic acid 2-ethyl-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of the title A compound, 4-bromomethyl-benzoyl chloride (466 mg, 2 mmol) in 3 mL of CH2Cl2 is added dropwise to a solution of 2-ethyl-1-butanol (204 mg, 2 mmol) and TEA (202 mg, 2 mmol) in 10 mL of CH2Cl2 at 0˜5° C. over 30 min. The reaction is allowed to warm to RT and stirred overnight. The solvent is evaporated and the residue is partitioned between hexane and water. The organic phase is dried over anhydrous MgSO4 and concentrated. The residue is chromatographic on silica gel using EtOAc/hexane (gradient 90-70) to give 4-bromomethyl-benzoic acid 2-ethyl-butyl ester as a colorless oil.

후처리

  1. customThe solvent is evaporated
  2. customthe residue is partitioned between hexane and water
  3. dry with materialThe organic phase is dried over anhydrous MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e165bb54b2b742f79303a7e3dbe9fbff
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291635B2

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