Ethyl Bromide → Ethyl (S)-(-)-1-Ethyl-2-pyrrolidinecarboxylate

HRID 1463511ノート

反応式

HRID 1463511 の反応式
Br[CH2:2][CH3:3].[NH:4]1[CH2:11][CH2:10][CH2:9][C@H:5]1[C:6]([OH:8])=[O:7].C(=O)([O-])[O-].[K+].[K+].[CH2:18](N(CCOCCOC)CCOCCOC)[CH2:19]OCCOC>ClCCl.O>[CH2:18]([N:4]1[CH2:11][CH2:10][CH2:9][C@H:5]1[C:6]([O:8][CH2:2][CH3:3])=[O:7])[CH3:19]

参加物

7

反応物 4

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-HCID 145742L-Proline

生成物 1

HCID 10942897Ethyl (S)-(-)-1-Ethyl-2-pyrrolidinecarboxylate収率 420.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

Bromoethane (27.2 g, 0.25 mol) was added during 1 h to a stirred suspension of L-proline (11.5 g, 0.1 mol), potassium carbonate (27.6 g, 0.2 mol), and tris (3,6-dioxaheptyl)amine (TDA-1) (6.5 g, 0.02 mol) in dichloromethane (90 ml) at 25° C. The reaction mixture was stirred for another 43 h at 26°-27° C. Water (100 ml) was added and after stirring for a short while at room temperature, the two homogeneous phases were separated. The waterphase was extracted with another portion of dichloromethane (150 ml). The combined organic phases were dried (MgSO4), filtered, and evaporated affording 14.4 g of a yellow liquid.

後処理

  1. stirringafter stirring for a short while at room temperature
  2. customthe two homogeneous phases were separated
  3. extractionThe waterphase was extracted with another portion of dichloromethane (150 ml)
  4. dry with materialThe combined organic phases were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-c03270abf6ff40bf8be2fedead081c0b
出典データセット
uspto-grants-1994_04
特許番号
US05300660

反応ノート

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