Pyridine → Butyl formylmethylcarbamate

HRID 39261ノート

反応式

HRID 39261 の反応式
N1C=CC=CC=1.[OH:7][CH2:8][CH2:9][NH:10][C:11](=[O:17])[O:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(Cl)Cl.[O-2].[O-2].[O-2].[Cr+6]>[CH:8]([CH2:9][NH:10][C:11](=[O:17])[O:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7]

参加物

5

反応物 2

HCID 1049PyridineHCID 12867354HCID 12867354、化合物

生成物 1

HCID 14103200Butyl formylmethylcarbamate

試薬・触媒・溶媒 2

HCID 10219390chromium (VI) trioxide触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of pyridine (1.8 mL) in 28 mL of CH2Cl2 was cooled in an ice bath and chromium trioxide (1.12 g) was added in one portion. The mixture was stirred at the same temperature for 20 min and at room temperature for 1 h. A solution of 67 (300 mg) in 2 mL of CH2Cl2 was added in one portion and the mixture was stirred for 1 h at room temperature. It was filtered through a pad of silica gel (5 g) and rinsed through with 50 mL of ethyl acetate. The filtrate was concentrated in vacuo to give the crude aldehyde which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 0.93 (t, J=7.4 Hz, 3H), 1.38 (sextet, J=7.4 Hz, 2H), 1.61 (pentet, J=7.1 Hz, 2H), 4.09 (t, J=6.7 Hz, 2H), 4.14 (d, J=5.0 Hz, 2H), 5.30 (broad s, 1H), 9.66 (s, 1H).

後処理

  1. stirringthe mixture was stirred for 1 h at room temperature
  2. filtrationIt was filtered through a pad of silica gel (5 g)
  3. washrinsed through with 50 mL of ethyl acetate
  4. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-24e293bd0b254a0e87647c8b751f42d5
出典データセット
uspto-grants-2013_09
特許番号
US08524691B2

反応ノート

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