Sodium Carbonate → Ethyl 2-(5-methyl-2-benzofuranyl)benzoate

HRID 1492761노트

반응식

HRID 1492761 반응식
C(=O)([O-])[O-].[Na+].[Na+].Br[C:8]1[C:12]2[CH:13]=[C:14]([CH2:17]N3C(C(NCC)=O)=C(Cl)N=C3CCCC)[CH:15]=[CH:16][C:11]=2[O:10][C:9]=1C1C=CC=CC=1C1N=NN(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)N=1.Br[C:64]1[CH:74]=[CH:73][CH:72]=[CH:71][C:65]=1[C:66]([O:68][CH2:69][CH3:70])=[O:67]>COCCOC.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.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:17][C:14]1[CH:15]=[CH:16][C:11]2[O:10][C:9]([C:64]3[CH:74]=[CH:73][CH:72]=[CH:71][C:65]=3[C:66]([O:68][CH2:69][CH3:70])=[O:67])=[CH:8][C:12]=2[CH:13]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 80186Ethyl 2-bromobenzoateHCID 545415391-[[3-Bromo-2-[2-[2-(triphenylmethyl)-2H-tetrazol-5-yl]phenyl]-5-benzofuranyl]methyl]-2-butyl-4-chloro-N-ethyl-1H-imidazole-5-carboxamide

생성물 1

HCID 18950932Ethyl 2-(5-methyl-2-benzofuranyl)benzoate수율 313.2%

시약·촉매·용매 2

HCID 178527695HCID 178527695, 화합물촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

Sodium carbonate (1N; 60 ml) was added to a mixture of Intermediate 1 (4.7 g), ethyl 2-bromobenzoate (5.89 g) and tetrakis- triphenylphosphine palladium (0) (0.88 g) in DME (100 ml). The mixture was heated at reflux for 18 h, cooled to room temperature and then concentrated in vacuo. The residue was extracted with ether (3×100 ml) and the combined extracts washed with brine (1×100 ml) and dried. The solvent was evaporated to give a brown oil (5 g) which was purified by column chromatography eluting with System A (1:20) to give the title compound as a pale yellow oil (2.89 g).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 18 h
  3. concentrationconcentrated in vacuo
  4. extractionThe residue was extracted with ether (3×100 ml)
  5. washthe combined extracts washed with brine (1×100 ml)
  6. customdried
  7. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-6a7887bcdc524a1d885e3ecd3d223d0c
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05374646

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