((R)-1-Phenylethyl)-(S)-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-ylamine → (S)-2,7,8,9-Tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-ylamine

HRID 25333ノート

反応式

HRID 25333 の反応式
C1([C@H]([NH:9][C@@H:10]2[C:19]3[CH2:18][O:17][CH:16]=[CH:15][C:14]4=[CH:20][NH:21][CH:22]=[C:12]([C:13]=34)[CH2:11]2)C)C=CC=CC=1.[H][H]>O1CCCC1.[OH-].[Pd+2].[OH-]>[CH:22]1[NH:21][CH:20]=[C:14]2[CH:15]=[CH:16][O:17][CH2:18][C:19]3[C@@H:10]([NH2:9])[CH2:11][C:12]=1[C:13]2=3

参加物

5

反応物 2

HCID 69738166((R)-1-Phenylethyl)-(S)-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-ylamineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 69738048(S)-2,7,8,9-Tetrahydro-6-oxa-2-azabenzo[cd]azulen-8-ylamine収率 86%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Compound (29) 609 mg was dissolved in tetrahydrofuran 20 ml. 20% Palladium(II)hydroxide 200 mg was added. A mixture was stirred in a hydrogen atomosphere for 22 h. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in chloroform to give the titled compound (31) as pale brown crystals, 337 mg. Yield 86%. Furthermore, this was recrystallized from methanol-isopropanol to give the titled compound (31) as pale brown crystals, m.p. 202-203° C.

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue obtained
  4. customwas chromatographed on aluminum oxide in chloroform

出典と根拠

ORDレコード
ord-bef4abc45ff44e46be142e66008f7e76
出典データセット
uspto-grants-2005_02
特許番号
US06858640B2

反応ノート

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