Ethanol → N-Acetyl-L-phenylalanine

HRID 596177

반응식

HRID 596177 반응식
PP.C(O)C.[C:6]([NH:9][C:10](=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:11]([OH:13])=[O:12])(=[O:8])[CH3:7].[H][H]>C(N(CC)CC)C>[C:6]([NH:9][C@H:10]([C:11]([OH:13])=[O:12])[CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)(=[O:8])[CH3:7]

참가 물질

6

반응물 4

HCID 702EthanolHCID 956312-(Acetylamino)-3-phenyl-2-propenoic acidHCID 139283DiphosphaneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 74839N-Acetyl-L-phenylalanine수율 82%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

3.1 mg of the complex of the formula [RhCl-1,5-cyclooctadiene]2, 57 mg of the diphosphine of Example 1 and 400 cm3 of ethyl alcohol are introduced under an argon atmosphere into a reactor. The mixture is stirred for 1 hour. 66.62 g of α-acetamidocinnamic acid and 25 microlitres of triethylamine are then added and hydrogen is introduced under a pressure of 1 bar at 25° C. After 4 hours 30 minutes the hydrogenation is complete. After treatment to remove the catalyst similar to that of Example 5, N-acetylphenylalanine is obtained, after extraction, in 97% chemical yield and with an optical rotation [α]D22 of 42.5° (optical yield 82%).

후처리

  1. waitAfter 4 hours 30 minutes the hydrogenation is complete
  2. customAfter treatment to remove the catalyst similar to that of Example 5

출처 및 근거

ORD 기록
ord-7b78a90c575e417c880f20ee6c4b724e
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04010181

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