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

HRID 1492761ノート

反応式

HRID 1492761 の反応式
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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178527695HCID 178527695、化合物触媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6a7887bcdc524a1d885e3ecd3d223d0c
出典データセット
uspto-grants-1994_12
特許番号
US05374646

反応ノート

読み込み中…