Sodium Carbonate → HCID 9949781, 화합물

HRID 1531861노트

반응식

HRID 1531861 반응식
Cl.[CH3:2][O:3][C:4](=[O:16])[CH2:5][CH:6]([NH2:15])[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1.C(=O)([O-])[O-].[Na+].[Na+].C(N1[C:32](=[O:33])[C:31]2=[CH:34][CH:35]=[CH:36][CH:37]=[C:30]2[C:29]1=[O:38])(OCC)=O>O.C(#N)C>[C:29]1(=[O:38])[N:15]([CH:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[CH2:5][C:4]([O:3][CH3:2])=[O:16])[C:32](=[O:33])[C:31]2=[CH:34][CH:35]=[CH:36][CH:37]=[C:30]12

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 31187N-CarbethoxyphthalimideHCID 21845164Benzenepropanoic acid, β-amino-4-methoxy-, methyl ester, hydrochloride (1:1)

생성물 1

HCID 9949781HCID 9949781, 화합물수율 82.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of 3-amino-3-(4-methoxyphenyl)propionic acid methyl ester hydrochloride (1.50 g, 6.1 mmol) and sodium carbonate (90.65 g, 6.1 mmol) in 40 mL of water was added N-carboethoxyphthalimide (1.34 g, 6.1 mmol) in 12 mL of acetonitrile. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was partially concentrated and this mixture was stirred for 72 hours. The resulting slurry was filtered and the solid was washed with copious amount of water. The solid was dried in vactio (30° C., <1 mm) to afford 1.70 g (50%) of methyl 3-phthalimido-3-(4-methoxyphenyl)propionate as a white powder. mp 65-66° C.; 1H NMR (DMSO-d6, 250 MHz) δ7.83-7.91 (m, 4H), 6.88-7.3 (m, 4H), 5-80 (dd, 1H, J=7.5, 2.5), 3.72 (S, 3H), 3.54 (3, 3H), 3.2-3.6 (m, 2H); 13C NMR (DMSO-d6) δ170.7, 167.5, 158.7, 134.6, 131.0, 130.5, 128.3, 123.2, 113.9, 55.0, 51.5, 49.4, 35.4. Anal. Calcd for C19H17NO5: C, 67.25; H, 5.05; N, 4.13; Found: C, 66.96; H, 5.00; N, 4.11.

후처리

  1. concentrationThe reaction mixture was partially concentrated
  2. stirringthis mixture was stirred for 72 hours
  3. filtrationThe resulting slurry was filtered
  4. washthe solid was washed with copious amount of water
  5. customThe solid was dried in vactio (30° C., <1 mm)

출처 및 근거

ORD 기록
ord-e686123413724e198a7b5e3da5c57f0d
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06200987B1

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