Methanol → 3-[[5-(3-Hydroxy-1-piperidyl)-2-methyl-benzoyl]amino]-2,4-dimethyl-benzoic acid

HRID 1427100노트

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HRID 1427100 반응식
[OH-].[Na+].[OH:3][CH:4]1[CH2:9][CH2:8][CH2:7][N:6]([C:10]2[CH:11]=[CH:12][C:13]([CH3:31])=[C:14]([CH:30]=2)[C:15]([NH:17][C:18]2[C:19]([CH3:29])=[C:20]([CH:25]=[CH:26][C:27]=2[CH3:28])[C:21]([O:23]C)=[O:22])=[O:16])[CH2:5]1.CO>C1COCC1>[OH:3][CH:4]1[CH2:9][CH2:8][CH2:7][N:6]([C:10]2[CH:11]=[CH:12][C:13]([CH3:31])=[C:14]([CH:30]=2)[C:15]([NH:17][C:18]2[C:19]([CH3:29])=[C:20]([CH:25]=[CH:26][C:27]=2[CH3:28])[C:21]([OH:23])=[O:22])=[O:16])[CH2:5]1

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86707331Methyl 3-[[5-(3-hydroxy-1-piperidyl)-2-methyl-benzoyl]amino]-2,4-dimethyl-benzoate

생성물 1

HCID 867073323-[[5-(3-Hydroxy-1-piperidyl)-2-methyl-benzoyl]amino]-2,4-dimethyl-benzoic acid수율 95.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of aqueous 4N NaOH (2.00 ml) is added to a stirred solution of methyl 3-[[5-(3-hydroxy-1-piperidyl)-2-methyl-benzoyl]amino]-2,4-dimethyl-benzoate (0.3 g, 0.75 mmol) in THF:MeOH (5 ml:2 ml). After 3 hours at ambient temperature, the organic solvent is removed under reduced pressure and the residue is diluted with water, acidified to pH 4 with 1N HCl, and extracted with 10% IPA in CH2Cl2. The organic layers are combined and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure and the resulting precipitate is triturated with diethyl ether and filtered to afford the title compound as an off-white solid (0.274 g, 94%). Mass spectrum (m/z): 383.2 (M+1).

후처리

  1. customthe organic solvent is removed under reduced pressure
  2. additionthe residue is diluted with water
  3. extractionextracted with 10% IPA in CH2Cl2
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent is removed under reduced pressure
  6. customthe resulting precipitate is triturated with diethyl ether
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-f872883745744520ac46439bd177cc81
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933098B2

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