Ethylenediamine → 3-(1,1-Difluoroethyl)aniline

HRID 1898313노트

반응식

HRID 1898313 반응식
[F:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[CH:6]=1)([F:4])[CH3:3].C(N)CN>CO.[Pd]>[F:1][C:2]([C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[NH2:11])([F:4])[CH3:3]

참가 물질

5

반응물 2

HCID 3301EthylenediamineHCID 108778561-(1,1-Difluoroethyl)-3-nitrobenzene

생성물 1

HCID 234450923-(1,1-Difluoroethyl)aniline수율 95.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 1-(1,1-difluoroethyl)-3-nitrobenzene (1.00 g, 5.34 mmol) in methanol (5.0 mL) was added Pd/C (catalytic amount) and ethylene diamine (catalytic amount). The reaction mixture was subjected for hydrogenation in Parr apparatus under 30 psi for 5-6 h. The excess of solvent was removed under vacuum to afford 0.800 g of the desired product. 1HNMR (DMSO-d6): δ 1.88 (d, J=18.0 Hz, 3H), 3.74 (s, 1H), 7.72 (t, J=8.4 Hz, 1H), 6.81 (s, 1H), 6.87 (d, J=7.8 Hz, 1H), 7.19 (t, J=7.8 Hz, 1H).

후처리

  1. customThe excess of solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-333024e0e2f84a2b99a92e0d4718169b
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08519149B2

반응 노트

불러오는 중…