Triethylamine → 7-[2-(2-Methoxyphenyl)-2-oxoethylcarbamoyl]heptanoic acid methyl ester

HRID 1039162노트

반응식

HRID 1039162 반응식
C(N(CC)CC)C.Cl.[NH2:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])=[O:12].[CH3:21][O:22][C:23](=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30](O)=[O:31].CCN=C=NCCCN(C)C.Cl>C(Cl)Cl.C(OCC)(=O)C>[CH3:21][O:22][C:23](=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30](=[O:31])[NH:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])=[O:12]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 5541918-Methoxy-8-oxooctanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 222815712-Amino-1-(2-methoxyphenyl)ethan-1-one hydrochloride

생성물 1

HCID 684879257-[2-(2-Methoxyphenyl)-2-oxoethylcarbamoyl]heptanoic acid methyl ester수율 88.5%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Add triethylamine (8.1 g, 79.9 mmol) dropwise to a solution of 2-amino-1-(2-methoxyphenyl)ethanone hydrochloride (13.6 g, 67.4 mmol) and octanedioic acid monomethyl ester (14.0 g, 74.2 mmol) in methylene chloride (600 mL) at 0° C. under nitrogen, and then add EDC HCl (15.5 g, 81.0 mmol). Stir the mixture for 4 hours and warm to room temperature with stirring for an additional 18 hours. Dilute the mixture in ethyl acetate (1.2 L), wash sequentially with water (300 mL), 1 N HCl (300 mL), brine (300 mL), saturated sodium, bicarbonate solution (300 mL) and brine (300 mL), and dry over sodium sulfate. Remove the solvent under reduced pressure to afford 7-[2-(2-methoxyphenyl)-2-oxoethylcarbamoyl]heptanoic acid methyl ester (20.0 g, 88%), which is used in the next step without further purification.

후처리

  1. stirringwith stirring for an additional 18 hours
  2. washwash sequentially with water (300 mL), 1 N HCl (300 mL), brine (300 mL), saturated sodium, bicarbonate solution (300 mL) and brine (300 mL)
  3. dry with materialdry over sodium sulfate
  4. customRemove the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-437057bae6d247cd84ba1822291b8aa5
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552039B2

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