Tert-butyl 6-(hydroxymethyl)-2-naphthylcarbamate → Tert-butyl 6-formyl-2-naphthylcarbamate

HRID 585301ノート

反応式

HRID 585301 の反応式
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:7]=[CH:6]2>ClCCl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:18])([CH3:17])[CH3:19])[CH:7]=[CH:6]2)=[O:1]

参加物

4

反応物 1

HCID 22340343Tert-butyl 6-(hydroxymethyl)-2-naphthylcarbamate

生成物 1

HCID 22340481Tert-butyl 6-formyl-2-naphthylcarbamate収率 89.5%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

The tert-butyl 6-(hydroxymethyl)-2-naphthylcarbamate (1.00 g, 3.66 mmol) obtained in the above 2) was dissolved in dichloromethane (18 ml), manganese dioxide (1.59 g, 18.3 mmol) was added thereto, and the mixture was stirred at room temperature for 4 hours. The insolubles were filtered, the filtrate was concentrated under reduced pressure., and crystallized from diisopropyl ether to obtain tert-butyl 6-formyl-2-naphthylcarbamate (889 mg) as a white powder.

後処理

  1. filtrationThe insolubles were filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. custom, and crystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-654f0be8e27246e0b6ec635b9926ce0d
出典データセット
uspto-grants-2005_08
特許番号
US06930185B2

反応ノート

読み込み中…