Water → 6-(3-Methyl-1,4-naphthoquinon-2-yl)-6-(4-methoxyphenyl)hexanoic acid

HRID 2393187

反応式

HRID 2393187 の反応式
C[O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[C:5]([CH3:13])[C:4]=1[CH:14]=[CH:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20].[C:22]1(O)[CH:27]=CC=[CH:24][CH:23]=1.B(F)(F)F.C[CH2:34][O:35][CH2:36][CH3:37].[OH2:38]>ClCCl>[CH3:34][O:35][C:36]1[CH:37]=[CH:24][C:23]([CH:14]([C:4]2[C:3](=[O:2])[C:12]3[C:7]([C:6](=[O:38])[C:5]=2[CH3:13])=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[CH:22][CH:27]=1

参加物

6

反応物 4

HCID 962WaterHCID 996PhenolHCID 8000Boron trifluoride etherateHCID 542608176-(1-Methoxy-3-methylnaphth-2-yl)-5-hexenoic acid

生成物 1

HCID 152308586-(3-Methyl-1,4-naphthoquinon-2-yl)-6-(4-methoxyphenyl)hexanoic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
35 °C

実験手順

To a solution of 6-(1-methoxy-3-methylnaphth-2-yl)-5-hexenoic acid (70 g) and phenol (70 g) in dichloromethane (500 ml) was added boron trifluoride etherate (95 g) and the reaction mixture was stirred for 3 days at 35° C. and poured into cooled water. The organic layer was washed with water, dried, and evaporated. The residue was purified with silica gel chromatography (eluent; toluene, 20% ethyl acetate/hexane, and ethyl acetate) to give the titled compound (30 g).

後処理

  1. additionpoured
  2. washThe organic layer was washed with water
  3. customdried
  4. customevaporated
  5. customThe residue was purified with silica gel chromatography (eluent; toluene, 20% ethyl acetate/hexane, and ethyl acetate)

出典と根拠

ORDレコード
ord-1470db528db146f7b88e40d64e826c39
出典データセット
uspto-grants-1998_09
特許番号
US05804601

関連ノート

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