Butyl 2-acetamido-3-phenylprop-2-enoate → Methyl alpha-acetamidocinnamate

HRID 1252364

반응식

HRID 1252364 반응식
[C:1]([NH:4][C:5](=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:6]([O:8][CH2:9]CCC)=[O:7])(=[O:3])[CH3:2]>CC1C=CC=CC=1C>[C:1]([NH:4][C:5](=[CH:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:6]([O:8][CH3:9])=[O:7])(=[O:3])[CH3:2]

참가 물질

3

반응물 1

HCID 54426445Butyl 2-acetamido-3-phenylprop-2-enoate

생성물 1

HCID 340163Methyl alpha-acetamidocinnamate

시약·촉매·용매 1

HCID 7237O-Xylene용매2회

실험 절차

Following the procedure of step (iv) of Example 1 but using a 300-ml portion of the o-xylene solution of butyl α-acetamidocinnamate as obtained in step (iii) of Example 8 in place of the o-xylene solution of methyl α-acetamidocinnamate, the hydrogenation reaction was carried out in the same manner as in said step (iv) of Example 1. The conversion of butyl α-acetamidocinnamate was 100 percent and the selectivity toward N-acetyl-DL-phenylalanine butyl ester 99 mole percent. The palladium-on-carbon catalyst was filtered off from the reaction mixture, the filtrate was concentrated under reduced pressure and the residue was purified by column chromatography to give 32 g of N-acetyl-DL-phenylalanine butyl ester.

출처 및 근거

ORD 기록
ord-2edb202367394680b9ad0a47b0a936c1
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743547

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