Triethylamine → Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate

HRID 220829

반응식

HRID 220829 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH2:16]([O:23][C:24](Cl)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClCCl>[CH2:16]([O:23][C:24]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 4207714-Piperidinemethanol

생성물 1

HCID 736490Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate수율 77.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-Piperidinemethanol (5.0 g, 43 mmol) was dissolved in dichloromethane (100 ml) and triethylamine (12 ml, 86 mmol) at 0° C. Benzylchloroformate (6.8 ml, 47.3 mmol) was added and the mixture was stirred for 20 h at room temperature then solvents were removed in vacuo. The residue was redissolved in EtOAc, washed with 1M KHSO4, water then brine, dried and concentrated in vacuo to yield the title compound (8.33 g, 77%).

후처리

  1. customat 0° C
  2. customsolvents were removed in vacuo
  3. dissolutionThe residue was redissolved in EtOAc
  4. washwashed with 1M KHSO4, water
  5. dry with materialbrine, dried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-35cccfc29ede41b78bef529063086ea2
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202858B2

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