Ammonium Chloride → Methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]benzoate

HRID 1920577노트

반응식

HRID 1920577 반응식
[CH2:1]([O:3][C:4](=[O:27])[CH2:5][C:6]1([CH2:9][CH2:10][CH:11]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)[C:12](O)=[O:13])[CH2:8][CH2:7]1)[CH3:2].[Cl-].[NH4+]>C1COCC1>[CH2:1]([O:3][C:4](=[O:27])[CH2:5][C:6]1([CH2:9][CH2:10][CH:11]([CH2:12][OH:13])[CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)[CH2:8][CH2:7]1)[CH3:2]

참가 물질

4

반응물 2

HCID 25517Ammonium ChlorideHCID 579657474-[1-(2-Ethoxy-2-oxoethyl)cyclopropyl]-2-{2-[4-(methoxycarbonyl)phenyl]ethyl}butanoic acid

생성물 1

HCID 57965773Methyl 4-[5-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-3-(hydroxymethyl)pentyl]benzoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

At −10° C., 2.13 ml of a 1 M borane/THF complex solution (2.13 mmol) are added dropwise to a solution of 400 mg (1.06 mmol) of 4-[1-(2-ethoxy-2-oxoethyl)cyclopropyl]-2-{2-[4-(methoxy-carbonyl)phenyl]ethyl}butanoic acid in 10 ml of THF. After warming to 0° C., the mixture is stirred at this temperature for another 2 hours. After complete conversion, saturated ammonium chloride solution is added, and the reaction mixture is extracted three times with 20 ml of ethyl acetate. The combined organic phases are then dried over sodium sulfate, and the solvent is evaporated to dryness. This gives 330 mg (85% of theory) of a colorless oil.

후처리

  1. extractionthe reaction mixture is extracted three times with 20 ml of ethyl acetate
  2. dry with materialThe combined organic phases are then dried over sodium sulfate
  3. customthe solvent is evaporated to dryness

출처 및 근거

ORD 기록
ord-998a24fdefdf4d98999051816ccc52d0
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168821B2

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