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Ethanol → 2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-5-hydroxy-1,2,3,4-tetrahydronaphthalene

HRID 1271296
ノート
印刷プレビュー

反応式

HRID 1271296 の反応式
C([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH2:11][CH2:12][C:13]([CH2:19][N:20]([C:22]1[CH:27]=[N:26][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[C:24]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:23]=1)[CH3:21])=[CH:14]2)C1C=CC=CC=1.C(O)C>[C].[Pd].C(OCC)(=O)C>[C:28]1([C:25]2[N:26]=[CH:27][C:22]([N:20]([CH2:19][CH:13]3[CH2:12][CH2:11][C:10]4[C:15](=[CH:16][CH:17]=[CH:18][C:9]=4[OH:8])[CH2:14]3)[CH3:21])=[N:23][C:24]=2[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 702EthanolHCID 184526575-(benzyloxy)-2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-3,4-dihydronaphthalene

生成物 1

HCID 184526502-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-5-hydroxy-1,2,3,4-tetrahydronaphthalene収率 66.9%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8857Ethyl Acetate
溶媒

実験手順

To 800 mg of 5-(benzyloxy)-2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-3,4-dihydronaphthalene, 18 ml of ethanol, 15 ml of ethyl acetate and 80 mg of 10% palladium-carbon were added and, after the mixture was hydrogenated under 3 atm at room temperature for 31 hours, the reaction was continued at 30° C. for 23 hours. The catalyst was removed by filtration and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 443 mg of the desired compound as a pale yellow oily substance.

後処理

  1. waitthe reaction was continued at 30° C. for 23 hours
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-65d8fc13221647faa5279be26d6a9529
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07205302B2

反応ノート

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