5,7-Dimethyl-6-nitro-3,4-dihydronaphthalen-1(2H)-one → 6-Amino-5,7-dimethyl-3,4-dihydronaphthalen-1(2H)-one

HRID 1662282노트

반응식

HRID 1662282 반응식
[CH3:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([CH3:15])[CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:16]>CO.[Ni]>[NH2:12][C:11]1[C:2]([CH3:1])=[C:3]2[C:8](=[CH:9][C:10]=1[CH3:15])[C:7](=[O:16])[CH2:6][CH2:5][CH2:4]2

참가 물질

4

반응물 1

HCID 598088855,7-Dimethyl-6-nitro-3,4-dihydronaphthalen-1(2H)-one

생성물 1

HCID 552716636-Amino-5,7-dimethyl-3,4-dihydronaphthalen-1(2H)-one

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

To a solution of 5,7-dimethyl-6-nitro-3,4-dihydronaphthalen-1(2H)-one (1 g, 4.56 mmol) in 50 ml of methanol was added a catalytic amount of Raney Ni. The mixture was hydrogenated under regular pressure at room temperature for 4 hours and filtered through Celite and washed with methanol. The filtrate was evaporated to dryness under reduced pressure and dried in vacuo to give the crude product, which is pure enough for next step. 1H-NMR δ (CDCl3, 300 MHz): 7.77 (s, 1H), 4.09 (brs, 2H, exchangeable with D2O), 2.85 (t, J=6.0 Hz, 2H), 2.54 (t, J=6.0 Hz, 2H), 2.19 (s, 3H), 2.09 (s, 3H), 2.10 (m, 2H).

후처리

  1. filtrationfiltered through Celite
  2. washwashed with methanol
  3. customThe filtrate was evaporated to dryness under reduced pressure
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-97c39130ae73447cba62463ae992c281
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030518B2

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