Sodium Hydroxide → 4-(4-Fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one

HRID 2274982ノート

反応式

HRID 2274982 の反応式
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:13]3([CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[C:12](=[O:19])[NH:11][CH2:10]2)=[CH:5][CH:4]=1.[OH-].[Na+]>CCOC(C)=O>[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:13]3([CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)[C:12](=[O:19])[NH:11][CH2:10]2)=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 497593214-(4-Fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one hydrochloride

生成物 1

HCID 116391194-(4-Fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one収率 316.4%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To 3.5 g (3.5 mmol) of 4-(4-fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one hydrochloride was added EtOAc and 10% aqueous NaOH until dissolution occurred. The layers were separated and the aqueous layer was further extracted with ethyl acetate and DCM. The combined organic layers were dried over MgSO4 and filtered. The solvents were removed under reduced pressure to give 2.75 g (90%) of 4-(4-fluorophenyl)-2,8-diazaspiro[4.5]decan-1-one as a foamy white solid: 1HNMR (400 MHz, DMSO-d6) δ ppm 7.73 (s, 1H), 7.29 (d, 1H, J=8.4 Hz), 7.28 (d, 1H, J=8.4 Hz), 7.16-7.11 (m, 2H), 3.53 (dd, 1H, J=10.4 and 7.8), 3.37-3.26 (m, 4H), 3.05-3.01 (m, 1H), 2.73-2.67 (m, 1H), 2.64-2.59 (m, 1H), 2.32-2.26 (m, 3H), and 1.52-1.43 (m, 1H); LCMS m/z: 249.2 (M+H)+.

後処理

  1. dissolutionuntil dissolution
  2. customThe layers were separated
  3. extractionthe aqueous layer was further extracted with ethyl acetate and DCM
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. customThe solvents were removed under reduced pressure

出典と根拠

ORDレコード
ord-c78e44ffbbe843e19cbc853bc34486ed
出典データセット
uspto-grants-2015_09
特許番号
US09127005B2

反応ノート

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