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

HRID 129570노트

반응식

HRID 129570 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

HCID 10942897Ethyl (S)-(-)-1-Ethyl-2-pyrrolidinecarboxylate수율 420.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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°. 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.

후처리

  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

출처 및 근거

ORD 기록
ord-2329fbf560034877a33ea498afa3fcae
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05468876

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