3-Benzylbenzaldehyde → 7-(3-Benzyl-phenyl)-6-heptenoic acid

HRID 2380348노트

반응식

HRID 2380348 반응식
[CH2:1]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH:11]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I-].[C:17]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:19])=[O:18].CC([O-])(C)C.[K+]>C1(C)C=CC=CC=1>[CH2:1]([C:8]1[CH:9]=[C:10]([CH:11]=[CH:24][CH2:23][CH2:22][CH2:21][CH2:20][C:17]([OH:19])=[O:18])[CH:13]=[CH:14][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 131027433-BenzylbenzaldehydeHCID 18987303(6-Carboxyhexyl)triphenylphosphonium iodideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 538969997-(3-Benzyl-phenyl)-6-heptenoic acid

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

By using a similar procedure to that described in example 24 but with 1 g of 3-benzylbenzaldehyde, 5.5 g of (6-carboxy-hexyl)triphenylphosphonium iodide, 2.5 g of potassium ter-butylate and 40 cc of toluene as the starting material (1 hour; 50° C.), and after purification by flash chromatography on silica gel (30-60 Mm; eluent: 8:2:0.05 n-hexane/ethyl acetate/acetic acid), 7-(3-benzyl-phenyl)-6-heptenoic acid is obtained. (m.p.=68° C.)

후처리

  1. customafter purification by flash chromatography on silica gel (30-60 Mm; eluent: 8:2:0.05 n-hexane/ethyl acetate/acetic acid)

출처 및 근거

ORD 기록
ord-eac2a10479704957b7ef61d267431fc2
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05366982

반응 노트

불러오는 중…