Dichloromethane → HCID 69991466, 화합물

HRID 1250118

반응식

HRID 1250118 반응식
B1(B2C3CCCC2CCC3)C2CCCC1CCC2.C12CCCC(CCC1)B12[H]B2(C3CCCC2CCC3)[H]1.[CH3:39][O:40][C:41](=[O:45])[CH2:42][CH:43]=[CH2:44].ClCCl.[Br:49][C:50]1[CH:55]=[CH:54][CH:53]=[C:52](Br)[CH:51]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O1CCCC1.[Pd](Cl)Cl.O.CN(C)C=O>[CH3:39][O:40][C:41](=[O:45])[CH2:42][CH2:43][CH2:44][C:52]1[CH:53]=[CH:54][CH:55]=[C:50]([Br:49])[CH:51]=1

참가 물질

10

반응물 5

HCID 6344DichloromethaneHCID 79271,3-DibromobenzeneHCID 62657Potassium Phosphate, TribasicHCID 77314Methyl 3-butenoateHCID 113224419-Borabicyclo[3.3.1]nonane dimer

생성물 1

HCID 69991466HCID 69991466, 화합물수율 16%

시약·촉매·용매 4

HCID 24290Palladium Chloride촉매HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

[9-Borabicyclo[3.3.1]nonane dimer] (13.4 mL, 6.68 mmol) (9-BBN dimer) was added to a solution of methyl-3-butenoate (0.71 mL, 6.68 mmol) in tetrahydrofuran (2.7 mL) at 0-5° C. under an argon atmosphere, and the mixture was stirred for 4 hours. N,N-Dimethylformamide (27 mL), palladium(II) chloride, dichloromethane (130 g, 0.16 mmol), 1,3-dibromobenzene (0.77 mL, 61.37 mmol) and potassium phosphate (powdered, 1.5 g, 6.94 mmol) were added. The mixture was treated at 50° C. overnight. Water was added and the mixture extracted with diethyl ether. The extract was washed with water, brine, and dried over sodium sulfate, and concentrated to dryness. Purification by flash chromatography, eluting with hexane/ethyl acetate) gave 4-(3-bromophenyl)butyric acid methyl ester as a clear oil (0.26 mg, 16%).

후처리

  1. additionThe mixture was treated at 50° C. overnight
  2. extractionthe mixture extracted with diethyl ether
  3. washThe extract was washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated to dryness
  6. customPurification by flash chromatography
  7. washeluting with hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-f2d14f1a6ab046f4bbd61fa0d584cbdd
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06335459B1

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