Water → 1-Tert-butyl 4-chloromethyl piperidine-1,4-dicarboxylate

HRID 852340노트

반응식

HRID 852340 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.C(=O)(O)[O-].[Na+].S(Cl)(O[CH2:27][Cl:28])(=O)=O>ClCCl.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16][CH2:27][Cl:28])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

7

반응물 4

HCID 962WaterHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 516892Sodium BicarbonateHCID 2733556Chloromethyl chlorosulfate

생성물 1

HCID 101075661-Tert-butyl 4-chloromethyl piperidine-1,4-dicarboxylate

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of N-tert-butoxycarbonyl-4-piperidyl-carboxylic acid (6.4 g) in dichloromethane (30 ml) was added water (30 ml), sodium bicarbonate (8.91 g) and tetrabutylammonium hydrogensulfate (0.95 g). The mixture was stirred at room temperature while chloromethyl chlorosulfate (3.19 ml) was added slowly. After stirring for a further 30 minutes the organic phase was separated and evaporated in vacuo. The crude product was distributed between diethyl ether and water. The organic phase was separated, dried and evaporated to yield the title compound as an oil.

후처리

  1. additionwas added slowly
  2. customwas separated
  3. customevaporated in vacuo
  4. customThe organic phase was separated
  5. customdried
  6. customevaporated

출처 및 근거

ORD 기록
ord-f27fe89dd7fb4024ab7e7a361a895337
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253193B2

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