Ethyl 8-(4-cyanophenyl)-6-hydroxymethyloctanoate → Ethyl 8-(4-cyanophenyl)-6-formyloctanoate

HRID 1927433노트

반응식

HRID 1927433 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH:11]([CH2:21][OH:22])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:5][CH:4]=1)#[N:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH:11]([CH:21]=[O:22])[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:7][CH:8]=1)#[N:2]

참가 물질

4

반응물 2

HCID 57831363Ethyl 8-(4-cyanophenyl)-6-hydroxymethyloctanoateHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 57831367Ethyl 8-(4-cyanophenyl)-6-formyloctanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 4 g (13.18 mmol) of ethyl 8-(4-cyanophenyl)-6-hydroxymethyloctanoate in 100 ml of dichloromethane is mixed with 3.41 g (15.82 mmol) of pyridinium chlorochromate (PCC) and stirred at room temperature for 12 hours. After conversion is complete, the solvent is concentrated to dryness in vacuo. The resulting residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1→4:1). 2.74 g (9.09 mmol, 69% of theory) of a colorless solid are obtained.

후처리

  1. concentrationthe solvent is concentrated to dryness in vacuo
  2. customThe resulting residue is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 10:1→4:1)
  3. custom2.74 g (9.09 mmol, 69% of theory) of a colorless solid are obtained

출처 및 근거

ORD 기록
ord-4599b487fcb745c58b8d8873a47373c1
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183271B2

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