Potassium Carbonate → HCID 22329033、化合物

HRID 587092ノート

反応式

HRID 587092 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][CH2:13][CH3:14])[CH2:10][CH2:9][CH2:8][C:7](=[O:15])[C:6]=2[CH:16]=1.B([O-])([O-])O[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][O:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C(CCO)=CC=CC=1.O.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>[CH2:29]([O:28][CH2:27][CH2:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([C:2]2[CH:3]=[CH:4][C:5]3[N:11]([CH2:12][CH2:13][CH3:14])[CH2:10][CH2:9][CH2:8][C:7](=[O:15])[C:6]=3[CH:16]=2)=[CH:24][CH:23]=1)[CH2:30][CH2:31][CH3:32]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 22329115HCID 22329115、化合物HCID 867568154-Butoxyethoxyphenyl borate

生成物 1

HCID 22329033HCID 22329033、化合物収率 86.6%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 66602552Toluene-ethanol water溶媒

実験手順

A mixture of 7-bromo-1-propyl-2,3,4,5-tetrahydro-1H-1-benzazepine-5-one (5.89 g), 4-(2-butoxyethoxy)phenyl borate (5.45 g) and potassium carbonate (5.74 g) in toluene-ethanol-water (200-20-20 ml) was stirred at room temperature for 1 hour under argon atmosphere. To the reaction system was added tetrakistriphenylphosphinepalladium (0.72 g), and the mixture was heated to reflux for 3 hours. After cooled to room temperature, the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified with column chromatography (ethyl acetate:hexane=1:9→1:4) to give 7-[4-(2-butoxyethoxy)phenyl]-1-propyl-2,3,4,5-tetrahydro-1H-1-benzazepine-5-one (7.15 g) as yellow oil.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. temperatureAfter cooled to room temperature
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried with magnesium sulfate
  7. concentrationAfter concentration under reduced pressure
  8. customthe residue was separated
  9. custompurified with column chromatography (ethyl acetate:hexane=1:9→1:4)

出典と根拠

ORDレコード
ord-462c4ba1925648e084f208cc273c54ad
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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