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Methanol → 9-[4-(5-Cyano-pyridin-2-yloxymethyl)-3,3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acid

HRID 2115621
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HRID 2115621 반응식
[Li+].[OH-].C[O:4][C:5]([CH:7]1[CH2:14][CH:13]2[CH:15]([N:16]3[CH2:20][CH:19]([CH2:21][O:22][C:23]4[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][N:24]=4)[C:18]([CH3:32])([CH3:31])[C:17]3=[O:33])[CH:9]([CH2:10][CH2:11][CH2:12]2)[CH2:8]1)=[O:6].CO.O>O1CCCC1>[C:29]([C:26]1[CH:27]=[CH:28][C:23]([O:22][CH2:21][CH:19]2[CH2:20][N:16]([CH:15]3[CH:9]4[CH2:10][CH2:11][CH2:12][CH:13]3[CH2:14][CH:7]([C:5]([OH:6])=[O:4])[CH2:8]4)[C:17](=[O:33])[C:18]2([CH3:32])[CH3:31])=[N:24][CH:25]=1)#[N:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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반응물 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 666569249-[4-(5-Cyano-pyridin-2-yloxymethyl)-3,3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

생성물 1

HCID 666569469-[4-(5-Cyano-pyridin-2-yloxymethyl)-3,3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

LiOH (0.2 g, 4.84 mmol) was added in one portion to a stirred solution of the product of Example 7E (0.532 g, 1.21 mmol) in a mixture of tetrahydrofuran (6 mL), methanol (3 mL), and water (3 mL). The resulting solution was stirred overnight, followed by partitioning with diethyl ether and water. The organic layer was washed with water and the combined water layers were acidified with NaHSO4 solution and extracted with ethyl acetate. The combined ethyl acetate phases were dried (MgSO4), filtered, and evaporated. The acid product was used without further purification.

후처리

  1. customby partitioning with diethyl ether and water
  2. washThe organic layer was washed with water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined ethyl acetate phases were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe acid product was used without further purification

출처 및 근거

ORD 기록
ord-81a9870c21a54b938f81c99c6bb01cad
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07435833B2

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