Potassium Carbonate → HCID 21911050, 화합물

HRID 969482

반응식

HRID 969482 반응식
F[C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:13](=[O:16])([O-])[O-:14].[K+].[K+].[OH:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32][N:33](C)[C:34](=O)OC(C)(C)C)[CH:27]=2)=[CH:22][CH:21]=1>CC(N(C)C)=O.O>[C:3]([O:14][C:13]([CH2:34][NH:33][CH2:32][C:28]1[CH:27]=[C:26]([C:23]2[CH:24]=[CH:25][C:20]([O:19][C:2]3[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=3[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:21][CH:22]=2)[CH:31]=[CH:30][CH:29]=1)=[O:16])([CH3:9])([CH3:4])[CH3:2]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 67953Benzoic acid, 2-fluoro-, ethyl esterHCID 69643261Tert-butyl(4'-hydroxybiphenyl-3-ylmethyl)methylcarbamate

생성물 1

HCID 21911050HCID 21911050, 화합물수율 104.9%

시약·촉매·용매 2

HCID 962Water용매HCID 31374Dimethylacetamide용매

실험 절차

2.15 g (12.8 mmol) of ethyl 2-fluorobenzoate and 1.9 g (14 mmol) of potassium carbonate are successively added to a solution of 4 g (12.8 mmol) of tert-butyl (4′-hydroxybiphenyl-3-ylmethyl)methylcarbamate in 45 ml of dimethylacetamide. The reaction medium is refluxed for 48 hours, cooled, diluted with water and extracted with ethyl acetate. The organic phase is dried over sodium sulfate, filtered and concentrated under vacuum. The residue obtained is purified by chromatography on a column of silica eluted with an 80/20 heptane/ethyl acetate mixture. 3.1 g of ethyl 2-{3′-[(tert-butoxycarbonylmethylamino)methyl]biphenyl-4-yloxy}benzoate are obtained in the form of a colorless oil, in a yield of 53%.

후처리

  1. temperatureThe reaction medium is refluxed for 48 hours
  2. temperaturecooled
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe residue obtained
  8. customis purified by chromatography on a column of silica
  9. washeluted with an 80/20 heptane/ethyl acetate mixture

출처 및 근거

ORD 기록
ord-cb2bf88750c64ea8856627e28cf92620
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07307078B2

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