Hydrochloric Acid → (S)-Methyl 3-amino-3-(4-chlorophenyl)propanoate

HRID 423039노트

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HRID 423039 반응식
Cl.C(OC([NH:9][C@H:10]([C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)[CH2:11][C:12]([O:14][CH3:15])=[O:13])=O)(C)(C)C>C(Cl)Cl>[NH2:9][C@H:10]([C:16]1[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=1)[CH2:11][C:12]([O:14][CH3:15])=[O:13]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 57750406Methyl (S)-3-((tert-butoxycarbonyl)amino)-3-(4-chlorophenyl)propanoate2회

생성물 1

HCID 2400961(S)-Methyl 3-amino-3-(4-chlorophenyl)propanoate수율 118.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
20 °C

실험 절차

Hydrochloric acid (4.0M in 1,4 Dioxane) (4.18 mL, 16.73 mmol) was added in one portion to (S)-methyl 3-(tert-butoxycarbonylamino)-3-(4-chlorophenyl)propanoate (Intermediate 19) (1.05 g, 3.35 mmol) in DCM (20 mL) at 20° C. The resulting solution was stirred at 20° C. for 5 hours. The reaction mixture was evaporated to give (S)-methyl 3-amino-3-(4-chlorophenyl)propanoate (hydrochloride) (0.850 g, 102%) as a white solid. 1H NMR (399.9 MHz, DMSO-d6) δ 2.98-3.04 (1H, m), 3.16-3.21 (1H, m), 3.58 (3H, s), 4.62-4.66 (1H, m), 7.50-7.52 (2H, m), 7.57-7.59 (2H, m), 8.66 (3H, s). m/z (ESI+) (M+H)+=214; HPLC tR=1.71 min.

후처리

  1. customThe reaction mixture was evaporated

출처 및 근거

ORD 기록
ord-23c3376aa8f148c09678f1902f74b584
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101623B2

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