Pyridine → Butyl formylmethylcarbamate

HRID 39261노트

반응식

HRID 39261 반응식
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]

참가 물질

5

반응물 2

HCID 1049PyridineHCID 12867354HCID 12867354, 화합물

생성물 1

HCID 14103200Butyl formylmethylcarbamate

시약·촉매·용매 2

HCID 10219390chromium (VI) trioxide촉매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-24e293bd0b254a0e87647c8b751f42d5
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524691B2

반응 노트

불러오는 중…