Potassium Carbonate → Tert-butyl 2-(methoxymethyl)-4-(2-oxopropyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

HRID 72918

반응식

HRID 72918 반응식
[CH3:1][O:2][CH2:3][CH:4]1[O:21][C:8]2([CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)[CH2:7][NH:6][CH2:5]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:29][C:30](=[O:32])[CH3:31]>C(#N)C.ClCCl>[CH3:1][O:2][CH2:3][CH:4]1[CH2:5][N:6]([CH2:29][C:30](=[O:32])[CH3:31])[CH2:7][C:8]2([CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])[CH2:10][CH2:9]2)[O:21]1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 11715BromoacetoneHCID 70872666Tert-butyl 10-(methoxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate

생성물 1

HCID 68291584Tert-butyl 2-(methoxymethyl)-4-(2-oxopropyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

To a mixture of tert-butyl 10-(methoxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate and K2CO3 (115 mg, 0.832 mmol) in acetonitrile (1.4 mL) was added 1-bromopropan-2-one (304 mg, 2.00 mmol). The reaction mixture was heated under argon in a sealed tube for 16 h. The mixture was cooled, diluted with dichloromethane and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo to provide tert-butyl 2-(methoxymethyl)-4-(2-oxopropyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate. ESI-MS m/z calc. 356.2. Found 357.3 (M+1)+; Retention time: 0.98 minutes (3 min run).

후처리

  1. temperatureThe reaction mixture was heated under argon in a sealed tube for 16 h
  2. temperatureThe mixture was cooled
  3. washwashed with water
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a0749068d2904bb3a957c656ecdf9d97
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828996B2

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