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

HRID 377198ノート

反応式

HRID 377198 の反応式
[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

参加物

5

反応物 3

HCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2 回HCID 151442-Piperidin-2-ylethanol

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a73adbc824284e41a9fbe67c1543a175
出典データセット
uspto-grants-2000_02
特許番号
US06025367

反応ノート

読み込み中…