1-Bromodecane → 4-(Decyloxy)-3-(1,1-dimethylethyl)benzoic acid methyl ester

HRID 248027노트

반응식

HRID 248027 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=1.Br[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C(=O)([O-])[O-].[K+].[K+]>[I-].[K+].CC(=O)CC>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[C:6]([C:11]([CH3:12])([CH3:14])[CH3:13])[CH:5]=1

참가 물질

6

반응물 3

HCID 81731-BromodecaneHCID 11430Potassium CarbonateHCID 13207060Methyl 3-tert-butyl-4-hydroxybenzoate

생성물 1

HCID 539263074-(Decyloxy)-3-(1,1-dimethylethyl)benzoic acid methyl ester수율 105.2%

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of 12.0 g of 3-(1,1-dimethylethyl)-4-hydroxybenzoic acid methyl ester, 11.15 g of 1-bromodecane, 9.95 g of potassium carbonate, 0.797 g of potassium iodide and 100 ml of 2-butanone is heated at reflux temperature for 40 hours. The reaction is cooled, filtered and the filtrate concentrated in vacuo. The residue is purified by chromatography (silica gel: 0-3% ethyl acetate/hexane) to give 18.49 g of the desired product as a light yellow oil.

후처리

  1. temperatureis heated
  2. temperatureat reflux temperature for 40 hours
  3. temperatureThe reaction is cooled
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated in vacuo
  6. customThe residue is purified by chromatography (silica gel: 0-3% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-72116a0f66664f80a6ae4fdf749037cf
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208247

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