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

HRID 1662282ノート

反応式

HRID 1662282 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-97c39130ae73447cba62463ae992c281
出典データセット
uspto-grants-2011_10
特許番号
US08030518B2

反応ノート

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