Triethylamine → HCID 178501233、化合物

HRID 491825

反応式

HRID 491825 の反応式
Cl.[NH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([C:9]([O:11][CH3:12])=[O:10])[CH2:5][CH2:4]1.[Cl:13][CH2:14][CH2:15][CH2:16][C:17](Cl)=[O:18].C(N(CC)CC)C>ClCCl>[Cl:13][CH2:14][CH2:15][CH2:16][C:17]([NH:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([C:9]([O:11][CH3:12])=[O:10])[CH2:7][CH2:8]1)=[O:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 783704-Chlorobutyryl chlorideHCID 178501210HCID 178501210、化合物

生成物 1

HCID 178501233HCID 178501233、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Methyl trans-4-aminocyclohexanecarboxylate hydrochloride (45.31 g) is suspended in dichloromethane (1000 ml), thereto is added 4-chlorobutyryl chloride (31.5 ml) under ice-cooling and to the mixture is added dropwise a solution of triethylamine (81.5 ml) in dichloromethane (80 ml). The reaction solution is warmed to room temperature, stirred for 3 hours and the reaction solution is concentrated under reduced pressure. To the resulting residue are poured ethyl acetate and 5% hydrochloric acid, and the organic layer is separated, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer is dried over sodium sulfate and treated with activated carbon, and the filtrate is concentrated under reduced pressure. The resulting residue is suspended in diisopropyl ether, filtered to collect the precipitates, dried to give methyl trans-4-(4-chlorobutyrylamino)cyclohexanecarboxylate (38.81 g).

後処理

  1. temperaturecooling and to the mixture
  2. concentrationthe reaction solution is concentrated under reduced pressure
  3. additionTo the resulting residue are poured ethyl acetate and 5% hydrochloric acid
  4. customthe organic layer is separated
  5. washwashed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  6. dry with materialThe organic layer is dried over sodium sulfate
  7. additiontreated with activated carbon
  8. concentrationthe filtrate is concentrated under reduced pressure
  9. filtrationfiltered
  10. customto collect the precipitates
  11. customdried

出典と根拠

ORDレコード
ord-e196fc3cdc9c45c6baf8cadf94c2584d
出典データセット
uspto-grants-2009_05
特許番号
US07531537B2

関連ノート

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