Potassium Carbonate → HCID 21911050、化合物

HRID 969482

反応式

HRID 969482 の反応式
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]

参加物

6

反応物 3

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

生成物 1

HCID 21911050HCID 21911050、化合物収率 104.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-cb2bf88750c64ea8856627e28cf92620
出典データセット
uspto-grants-2007_12
特許番号
US07307078B2

関連ノート

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