tert-Butyl [2-(hydroxymethyl)phenyl]carbamate → tert-Butyl (2-formylphenyl)carbamate

HRID 2203294ノート

反応式

HRID 2203294 の反応式
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][OH:15])([CH3:4])([CH3:3])[CH3:2]>[O-2].[Mn+4].[O-2].C(Cl)Cl>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]=[O:15])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 1

HCID 15292992tert-Butyl [2-(hydroxymethyl)phenyl]carbamate

生成物 1

HCID 11287472tert-Butyl (2-formylphenyl)carbamate

試薬・触媒・溶媒 2

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

反応条件

温度
40 °C

実験手順

(2-Hydroxymethyl-phenyl)-carbamic acid tert-butyl ester (44.7 g, 0.200 mol), CH2Cl2 (625 mL) and manganese(IV) oxide (85%, 5 μm powder; 245.5 g, 2.400 mol) were introduced into a flask. The mixture was stirred at 40° C. for at least 4 h or until HPLC analysis showed that the reaction had proceeded to greater than 97% completion. The cooled mixture was filtered through a Celite pad (22 g) and the filter cake was rinsed with CH2Cl2 (625 mL). The filtrate and wash were concentrated in vacuo to dryness to afford the title compound as an oily yellow material (44 g, 99% yield).

後処理

  1. filtrationThe cooled mixture was filtered through a Celite pad (22 g)
  2. washthe filter cake was rinsed with CH2Cl2 (625 mL)
  3. washThe filtrate and wash
  4. concentrationwere concentrated in vacuo to dryness

出典と根拠

ORDレコード
ord-966054003d6a4fd2b02d8b497925b030
出典データセット
uspto-grants-2016_06
特許番号
US09365575B2

反応ノート

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