Triphenylphosphine → 2(Thiazol-2-yl)phenylglyoxylic Acid Methyl Ester-O-methyloxime

HRID 862663노트

반응식

HRID 862663 반응식
C([Sn](CC)(CC)[C:4]1[S:5][CH:6]=[CH:7][N:8]=1)C.[CH3:13][O:14][N:15]=[C:16]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1Br)[C:17]([O:19][CH3:20])=[O:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.[Pd](Cl)Cl>[CH3:13][O:14][N:15]=[C:16]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[C:4]1[S:5][CH:6]=[CH:7][N:8]=1)[C:17]([O:19][CH3:20])=[O:18]

참가 물질

6

반응물 3

HCID 11776TriphenylphosphineHCID 196987332-TriethylstannylthiazoleHCID 537288432-Bromophenylglyoxylic Acid Methyl Ester-O-methyloxime

생성물 1

HCID 540108842(Thiazol-2-yl)phenylglyoxylic Acid Methyl Ester-O-methyloxime

시약·촉매·용매 2

HCID 24290Palladium Chloride촉매HCID 8028Tetrahydrofuran용매

실험 절차

Under a nitrogen blanket, 1.7 g of 2-triethylstannylthiazole is added to a mixture of 1.4 g (5.19 mmol) of the bromo compound (Compound E), 100 mg of palladium(II) chloride and 310 mg of triphenylphosphine in 30 ml of tetrahydrofuran, and the whole is refluxed for 2 hours. The mixture is then filtered and evaporated down. After chromatography on silica gel using cyclohexane/ethyl acetate there remains 700 mg (49%) of compound 1, Tab. I, as an oil.

후처리

  1. temperaturethe whole is refluxed for 2 hours
  2. filtrationThe mixture is then filtered
  3. customevaporated down

출처 및 근거

ORD 기록
ord-162c1c96acbd4927aede41695a704b58
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719171

반응 노트

불러오는 중…