Water → Benzyl 3-cyclohexene-1-carboxylate

HRID 1392738노트

반응식

HRID 1392738 반응식
[CH:1]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]1.C(N(CC)CC)C.[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O>CN(C)C=O>[CH:1]1([C:7]([O:9][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:8])[CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]1

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 8471TriethylamineHCID 209033-Cyclohexene-1-carboxylic acid

생성물 1

HCID 11020300Benzyl 3-cyclohexene-1-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(±)-3-Cyclohexene-1-carboxylic acid (50 g) was dissolved in N,N-dimethylformamide (550 ml), and triethylamine (170 ml) and benzyl bromide (61 ml) were added under ice cooling to stir the mixture at room temperature for 12 hours. Water was added, extraction was conducted with ethyl acetate, and the resultant organic layer was washed with saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1) to obtain the title compound (70.8 g).

후처리

  1. extractionextraction
  2. washthe resultant organic layer was washed with saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-6f7db3fad2af4cbca32d8c262d2d0153
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342014B2

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