Methyl chloroformate → Methyl 3-ethynylpiperidine-1-carboxylate

HRID 1521936ノート

反応式

HRID 1521936 の反応式
[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4]1)#[CH:2].C(N(CC)CC)C.Cl[C:17]([O:19][CH3:20])=[O:18]>ClCCl.O>[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:17]([O:19][CH3:20])=[O:18])[CH2:4]1)#[CH:2]

参加物

6

反応物 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 219638583-Ethynylpiperidine

生成物 1

HCID 90413562Methyl 3-ethynylpiperidine-1-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of Example 10A (500 mg, 4.58 mmol) in dichloromethane (10 mL) was added triethylamine (2.55 mL, 18.32 mmol) followed by methyl chloroformate (0.532 mL, 6.87 mmol) and the mixture was stirred at room temperature for 3 hours. The mixture was diluted with water and dichloromethane and the organic layer was separated and washed with water and brine. After drying over sodium sulfate, filtration, and concentration, the residue was purified by column chromatography (silica gel, 20% ethyl acetate in hexane) to afford the title compound. LCMS: 168.3 (M+H)+.

後処理

  1. customthe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialAfter drying over sodium sulfate, filtration, and concentration
  4. customthe residue was purified by column chromatography (silica gel, 20% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-61c07fbdb47946fb967ec24b77ac5249
出典データセット
uspto-grants-2015_07
特許番号
US09073922B2

反応ノート

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