Sodium Carbonate → HCID 67170582、化合物

HRID 1918377ノート

反応式

HRID 1918377 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:8]2[CH2:11][O:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([O:22][CH3:23])=[O:21])=[CH:16][C:15]=1B(O)O.C([O-])([O-])=O.[Na+].[Na+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CC(=O)OCC.O.CN(C=O)C>[CH3:23][O:22][C:20]([C:17]1[CH:16]=[C:15]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH:8]3[CH2:11][O:10][CH2:9]3)[CH:3]=2)[C:14]([O:13][CH3:12])=[CH:19][CH:18]=1)=[O:21]

参加物

9

反応物 4

HCID 10340Sodium CarbonateHCID 11776TriphenylphosphineHCID 9837205(2-Methoxy-5-(methoxycarbonyl)phenyl)boronic acidHCID 534843193-(3-Bromophenyl)oxetane

生成物 1

HCID 67170582HCID 67170582、化合物収率 71.4%

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

1.3 g of 3-(3-bromo-phenyl)-oxetane, 1.3 g of 2-methoxy-5-methoxycarbonylphenylboronic acid, 1.3 g of Na2CO3, 69 mg of palladium(II)acetate, and 160 mg of triphenylphosphine were combined and 15 ml of DMF and 1 ml of water added. The mixture was stirred at 100° C. for 1 h and then allowed to cool to room temperature. 100 ml of EA were then added and washed three times using 30 ml of water each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:3 yielded 1.3 g of the title compound, colorless oil.

後処理

  1. temperatureto cool to room temperature
  2. washwashed three times
  3. customThe organic layer was then dried
  4. customevaporated

出典と根拠

ORDレコード
ord-2093d67c58ca4853a4230f966d775159
出典データセット
uspto-grants-2013_12
特許番号
US08618304B2

反応ノート

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