Water → Ethyl 1-(cyclopropylcarbonyl)piperidine-4-carboxylate

HRID 1260964

反応式

HRID 1260964 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH:19]1([C:22](Cl)=[O:23])[CH2:21][CH2:20]1.O>C1COCC1>[CH:19]1([C:22]([N:1]2[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]2)=[O:23])[CH2:21][CH2:20]1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 70770Ethyl 4-piperidinecarboxylateHCID 77637Cyclopropanecarbonyl chloride

生成物 1

HCID 10036613Ethyl 1-(cyclopropylcarbonyl)piperidine-4-carboxylate収率 88.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl piperidine-4-carboxylate (5 g) and triethylamine (5.3 mL) in THF (100 mL) was added cyclopropylcarbonyl chloride (3.99 g) at 0° C., and the mixture was stirred overnight at room temperature. The reaction mixture was poured into water, and the resultant product was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and brine and dried, and the solvent was evaporated under reduced pressure to give ethyl 1-(cyclopropylcarbonyl)piperidine-4-carboxylate (6.32 g, 81%) as a pale yellow oil.

後処理

  1. extractionthe resultant product was extracted with ethyl acetate
  2. washThe organic layer was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-232ac1c93022448d8e8092d3056a9faf
出典データセット
uspto-grants-2013_06
特許番号
US08470816B2

関連ノート

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