Acetic Acid → 1-Amino-5,6,7,8-tetrahydro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene

HRID 2393300ノート

反応式

HRID 2393300 の反応式
C(O)(C)C.C(O)(=O)C.[N+:9]([C:12]1[C:21]2[CH2:20][CH2:19][CH2:18][CH2:17][C:16]=2[CH:15]=[CH:14][C:13]=1[O:22][CH2:23][CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:28][CH2:27]1)([O-])=O.C(=O)([O-])[O-].[K+].[K+]>O.[Fe].C(OCC)(=O)C>[NH2:9][C:12]1[C:21]2[CH2:20][CH2:19][CH2:18][CH2:17][C:16]=2[CH:15]=[CH:14][C:13]=1[O:22][CH2:23][CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH2:28][CH2:27]1

参加物

8

反応物 4

HCID 176Acetic AcidHCID 3776IsopropanolHCID 11430Potassium CarbonateHCID 189755025,6,7,8-Tetrahydro-1-nitro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene

生成物 1

HCID 189755071-Amino-5,6,7,8-tetrahydro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene収率 96.4%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

Iron powder (15 g, 0.27 mol), isopropyl alcohol (45 ml), water (11 ml), and acetic acid (1.5 ml, 26.2 mmol) were added to 5,6,7,8-tetrahydro-1-nitro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene (5.5g, 13.9 mmol) and stirred for 2 hours under reflux. After cooling the reaction mixture, the mixture was added with potassium carbonate (10 g) that was dissolved in a small volume of water. After stirring for several minutes, ethyl acetate was added to the reaction mixture and the precipitates were removed by filtration. The filtrate was concentrated and the residue was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated to give 1-amino-5,6,7,8-tetrahydro-2-[3-(4-phenyl-1-piperazinyl)propoxy]naphthalene (4.9 g).

後処理

  1. temperatureunder reflux
  2. temperatureAfter cooling the reaction mixture
  3. stirringAfter stirring for several minutes
  4. customthe precipitates were removed by filtration
  5. concentrationThe filtrate was concentrated
  6. extractionthe residue was extracted with ethyl acetate
  7. washThe extract was washed with saturated brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-cb14bf041b2c48398dad1f88d507fbef
出典データセット
uspto-grants-1998_09
特許番号
US05807860

反応ノート

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