Triphenylphosphine → 5-Ethenyl-1,3-dihydro-2H-2-benzothiophene-2,2-dione

HRID 453604

반응식

HRID 453604 반응식
Br[C:2]1[CH:12]=[CH:11][C:5]2[CH2:6][S:7](=[O:10])(=[O:9])[CH2:8][C:4]=2[CH:3]=1.[CH:13]1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=C[CH:14]=1.C([Si](C)(C)C)=C>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH:13]([C:2]1[CH:12]=[CH:11][C:5]2[CH2:6][S:7](=[O:10])(=[O:9])[CH2:8][C:4]=2[CH:3]=1)=[CH2:14]

참가 물질

6

반응물 3

HCID 11776TriphenylphosphineHCID 79102VinyltrimethylsilaneHCID 2883965-Bromo-1,3-dihydro-benzo(c)thiophene 2,2-dioxide

생성물 1

HCID 598014795-Ethenyl-1,3-dihydro-2H-2-benzothiophene-2,2-dione

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

실험 절차

Under classical Heck reaction conditions, 5-Bromo-1,3-dihydro-benzo[c]thiophene 2,2-dioxide was transformed with PPh3, Pd(OAc)2, TEA, and vinyltrimethylsilane at 90° C. in DMF. The crude product was extracted with CH2Cl2 and concentrated. Deprotection in CH2Cl2/TFA gave the pure product after purification with flash chromatography (CH2Cl2) in high yields.

후처리

  1. extractionThe crude product was extracted with CH2Cl2
  2. concentrationconcentrated
  3. customDeprotection in CH2Cl2/TFA gave the pure product
  4. customafter purification with flash chromatography (CH2Cl2) in high yields

출처 및 근거

ORD 기록
ord-5eaaf0e269454a8a85cd962bc79c425b
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492510B2

연결된 노트

불러오는 중…