Potassium Carbonate → (1-Thiiranylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

HRID 1019953

반응식

HRID 1019953 반응식
[CH2:1]1[S:3][CH:2]1[CH2:4]Cl.[C:6]([O:10][C:11](=[O:19])[NH:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)([CH3:9])([CH3:8])[CH3:7].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:6]([O:10][C:11](=[O:19])[NH:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:4][CH:2]2[CH2:1][S:3]2)[CH2:15][CH2:14]1)([CH3:9])([CH3:7])[CH3:8]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18588EpithiochlorohydrinHCID 7238334-(N-Boc-amino)piperidine

생성물 1

HCID 86662008(1-Thiiranylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester수율 114%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Epithiochlorohydrine (268 mg, 2.40 mmol, 1.0 eq) is added at room temperature to a stirred solution of piperidin-4-yl-carbamic acid tert-butyl ester (500 mg, 2.40 mmol, 1.0 eq) in N,N-dimethylformamide (15 mL), followed by potassium carbonate (335 mg, 2.40 mmol, 1.0 eq). After 24 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3×20 mL) and water (20 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford (1-thiiranylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester as a white solid (745 mg, 57% yield).

후처리

  1. customsolvent is evaporated
  2. extractionthe residue is extracted with dichloromethane (3×20 mL) and water (20 mL)
  3. dry with materialThe combined organic layers are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1f08cec811ef4ec28998c6ab2d44f353
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716280B2

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