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

HRID 643725ノート

反応式

HRID 643725 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-868c962852f04d23972c578f926cba82
出典データセット
uspto-grants-2010_04
特許番号
US07700624B2

反応ノート

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