Sodium Carbonate → HCID 67170582, 화합물

HRID 1918377노트

반응식

HRID 1918377 반응식
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]

참가 물질

9

반응물 4

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

생성물 1

HCID 67170582HCID 67170582, 화합물수율 71.4%

시약·촉매·용매 4

HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-2093d67c58ca4853a4230f966d775159
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618304B2

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