Ammonium formate → (9,9-Dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone

HRID 73053ノート

反応式

HRID 73053 の反応式
C([N:8]1[C:31]([CH3:33])([CH3:32])[CH2:30][O:29][C:10]2([CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[C:20]([CH3:28])[CH:19]=3)=[O:17])[CH2:12][CH2:11]2)[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:33][C:31]1([CH3:32])[CH2:30][O:29][C:10]2([CH2:11][CH2:12][N:13]([C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[C:20]([CH3:28])[CH:19]=3)=[O:17])[CH2:14][CH2:15]2)[CH2:9][NH:8]1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 70872805(8-Benzyl-9,9-dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone

生成物 1

HCID 66548351(9,9-Dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone収率 100.9%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

To a solution of (8-benzyl-9,9-dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone (51 mg, 0.11 mmol) in ethanol (2 mL) was added Pd(OH)2 (16 mg, 0.11 mmol) followed by ammonium formate (29 mg, 0.45 mmol). The reaction mixture was stirred at 40° C. for 18 h, then filtered and concentrated in vacuo to afford (9,9-dimethyl-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl)-(4-isopropoxy-3-methyl-phenyl)methanone (40 mg, 98%). ESI-MS m/z calc. 360.5. Found 361.3 (M+1)+; Retention time: 1.29 minutes (3 min run).

後処理

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0eb4137465144c72aa17ab5fd0f37be6
出典データセット
uspto-grants-2014_09
特許番号
US08828996B2

反応ノート

読み込み中…