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

HRID 2274982노트

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HRID 2274982 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-c78e44ffbbe843e19cbc853bc34486ed
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09127005B2

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