Methylhydrazine → (S)-O-(2-((tert-Butyldimethylsilyl)oxy)propyl)hydroxylamine

HRID 78998노트

반응식

HRID 78998 반응식
[C:1]([Si:5]([CH3:23])([CH3:22])[O:6][C@@H:7]([CH3:21])[CH2:8][O:9][N:10]1C(=O)C2C(=CC=CC=2)C1=O)([CH3:4])([CH3:3])[CH3:2].CNN>C(Cl)Cl>[C:1]([Si:5]([CH3:23])([CH3:22])[O:6][C@@H:7]([CH3:21])[CH2:8][O:9][NH2:10])([CH3:3])([CH3:4])[CH3:2]

참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 583743222-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-propoxy]isoindole-1,3-dione

생성물 1

HCID 58374418(S)-O-(2-((tert-Butyldimethylsilyl)oxy)propyl)hydroxylamine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a cold solution of crude 2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-propoxy]-isoindole-1,3-dione (0.28 mol) in DCM (200 ml) at 0° C. was added methyl hydrazine (14.74 mol, 0.28 mol). The reaction mixture was stirred at 0° C. for 30 minutes then filtered and the filtrate concentrated in vacuo. The resultant residue was subjected to distillation (b.p. 108-112° C. at 2-10 mbar) to yield the title compound as a colourless oil. (42.63 g, 74% from ethyl lactate). 1H NMR (CDCl3, 400 MHz) 5.36 (2H, s), 3.95 (1H, m), 3.55-3.41 (2H, m), 1.04 (3H, d, J=6.28 Hz), 0.81 (9H, s), 0.02 (6H, m).

후처리

  1. filtrationthen filtered
  2. concentrationthe filtrate concentrated in vacuo
  3. distillationThe resultant residue was subjected to distillation (b.p. 108-112° C. at 2-10 mbar)

출처 및 근거

ORD 기록
ord-aefdebc9b87a48feb766b20b01ee5bb1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841462B2

반응 노트

불러오는 중…