2-(Azidomethyl)-1,3-benzoxazole → 1-(1,3-Benzoxazol-2-yl)methanamine

HRID 1378722노트

반응식

HRID 1378722 반응식
[N:1]([CH2:4][C:5]1[O:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1)=[N+]=[N-]>[Pd].C(O)C>[NH2:1][CH2:4][C:5]1[O:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

참가 물질

4

반응물 1

HCID 229128932-(Azidomethyl)-1,3-benzoxazole

생성물 1

HCID 14155281-(1,3-Benzoxazol-2-yl)methanamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 8.28 g (47.5 mmol) of 2-(azidomethyl)benzoxazole (PREPARATION 5) and 0.526 g of 10% Palladium on charcoal in absolute ethanol (150 ml) is shaken under hydrogen at 36 psi for 40 min. The catalyst is then filtered off and the filtrate is concentrated. The crude product is chromatographed on silica gel (700 ml) eluting with methanol/dichloromethane (2/98), the appropriate fractions are pooled and concentrated to give the product. Crystallization from ethyl ether/hexane gives the title compound, mp 46.5°-47.5°; MS (m/z) at 148; NMR (CDCl3) 1.70, 4.14, 7.33, 7.51, 7.70 δ.

후처리

  1. filtrationThe catalyst is then filtered off
  2. concentrationthe filtrate is concentrated
  3. customThe crude product is chromatographed on silica gel (700 ml)
  4. washeluting with methanol/dichloromethane (2/98)
  5. concentrationconcentrated
  6. customto give the product
  7. customCrystallization from ethyl ether/hexane

출처 및 근거

ORD 기록
ord-d7ef5936b9c54e1ebc9928d290ad8cd4
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05668282

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