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

HRID 248027ノート

反応式

HRID 248027 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-72116a0f66664f80a6ae4fdf749037cf
出典データセット
uspto-grants-1993_05
特許番号
US05208247

反応ノート

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