Ethanol → HCID 22328918、化合物

HRID 586837ノート

反応式

HRID 586837 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:10][CH2:9][C:8]([C:19]([O:21][CH3:22])=[O:20])=[CH:7][C:6]=2[CH:23]=1.B([O-])([O-])O[C:26]1[CH:31]=[CH:30][C:29]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+].C(O)C>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1>[C:15]([O:14][C:12]([N:11]1[C:5]2[CH:4]=[CH:3][C:2]([C:26]3[CH:27]=[CH:28][C:29]([N:32]4[CH2:33][CH2:34][O:35][CH2:36][CH2:37]4)=[CH:30][CH:31]=3)=[CH:23][C:6]=2[CH:7]=[C:8]([C:19]([O:21][CH3:22])=[O:20])[CH2:9][CH2:10]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]

参加物

7

反応物 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 22329270HCID 22329270、化合物HCID 867561794-Morpholinophenyl borate

生成物 1

HCID 22328918HCID 22328918、化合物収率 149.8%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 1140Toluene溶媒

実験手順

A mixture of methyl 7-bromo-1-(t-butoxycarbonyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (2.0 g), 4-morpholinophenyl borate (1.2 g), and 1M potassium carbonate solution (15 ml), ethanol (15 ml) and toluene (100 ml) was stirred under argon atmosphere at room temperature for 20 minutes. To the mixture was added tetrakis(triphenylphosphine)palladium (0.24 g), and the mixture was refluxed under argon atmosphere for 12 hours and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified with silica gel column chromatography (ethyl acetate/hexane) to give methyl 1-(t-butoxycarbonyl)-7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (3.64 g) as pale yellow crystals.

後処理

  1. temperaturethe mixture was refluxed under argon atmosphere for 12 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified with silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-d5ab7fabe6814eecb545ad6b396aa050
出典データセット
uspto-grants-2005_08
特許番号
US06936602B1

反応ノート

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