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

HRID 220829

反応式

HRID 220829 の反応式
[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

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 4207714-Piperidinemethanol

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-35cccfc29ede41b78bef529063086ea2
出典データセット
uspto-grants-2012_06
特許番号
US08202858B2

関連ノート

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