Benzyl chloroformate → Benzyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

HRID 377198노트

반응식

HRID 377198 반응식
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][OH:9].[OH-].[Na+].Cl[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14]>O1CCOCC1>[CH2:16]([O:15][C:13]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][OH:9])=[O:14])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2회HCID 151442-Piperidin-2-ylethanol

생성물 1

HCID 45358666Benzyl 2-(2-hydroxyethyl)piperidine-1-carboxylate수율 95%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
0 °C

실험 절차

2-Piperidine ethanol (39.6 ml, 0.31 mol) was dissolved in 5M aq NaOH (62 ml, 0.31 mol) and dioxan (100 ml). The mixture was cooled to 0° C. and treated with benzyl chloroformate (45.3 ml, 0.32 mol) and 5M NaOH (62 ml, 0.31 mol). Stirring was continued at room temp. for 18 hours. Dioxan was removed in vacuo and the aqueous phase extracted with ether before acidifying with 5N HCl and extracting again with ether. The organic phase was dried and evaporated in vacuo and the residue purified by chromatography on silica gel to give the title compound (77.2 g. 95%). MH+ 264.

후처리

  1. customDioxan was removed in vacuo
  2. extractionthe aqueous phase extracted with ether
  3. extractionextracting again with ether
  4. customThe organic phase was dried
  5. customevaporated in vacuo
  6. customthe residue purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-a73adbc824284e41a9fbe67c1543a175
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025367

반응 노트

불러오는 중…