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

HRID 2393187

반응식

HRID 2393187 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
35 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1470db528db146f7b88e40d64e826c39
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05804601

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