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

HRID 1927433ノート

反応式

HRID 1927433 の反応式
[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]

参加物

4

反応物 2

HCID 57831363Ethyl 8-(4-cyanophenyl)-6-hydroxymethyloctanoateHCID 178418287HCID 178418287、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4599b487fcb745c58b8d8873a47373c1
出典データセット
uspto-grants-2012_05
特許番号
US08183271B2

反応ノート

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