Dimethyl Sulfate → 1-Boc-3,4,4-trimethoxypiperidine

HRID 643725노트

반응식

HRID 643725 반응식
[OH:1][CH:2]1[C:7]([O:10][CH3:11])([O:8][CH3:9])[CH2:6][CH2:5][N:4]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:3]1.O1CCC[CH2:20]1.CC(C)([O-])C.[K+].S(OC)(OC)(=O)=O>C(OCC)(=O)C.O>[CH3:20][O:1][CH:2]1[C:7]([O:8][CH3:9])([O:10][CH3:11])[CH2:6][CH2:5][N:4]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:3]1

참가 물질

7

반응물 4

HCID 6497Dimethyl SulfateHCID 8028TetrahydrofuranHCID 11425480Tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 592630891-Boc-3,4,4-trimethoxypiperidine

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

The title compound was prepared by taking tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate (702 mg, 0.00269 mol) in Tetrahydrofuran (10 mL, 0.1 mol) at 0° C. and adding in Potassium tert-butoxide (15 mL, 0.015 mol). The reaction was stirred for 20 min and then Dimethyl sulfate (0.56 mL, 0.006 mol) was added and the temperature raised to ambient temperature. After stirring overnight the reaction mixture was poured into water and ethyl acetate. The organic layers were separated, dried and concentrated in vacuo to afford an oil which was used as-is (424 mg, 99%) MS calculated for C13H25NO5: (M+H) 276; found 276.1.

후처리

  1. customat 0° C.
  2. stirringAfter stirring overnight the reaction mixture
  3. customThe organic layers were separated
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customto afford an oil which

출처 및 근거

ORD 기록
ord-868c962852f04d23972c578f926cba82
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700624B2

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