HCID 68522041, 화합물 → 3-(4-Iodophenyl)-4-cyano-5-ethyl-thiophene-2-carboxylic acid ethyl ester

HRID 1990078노트

반응식

HRID 1990078 반응식
C([Zn][CH2:4][CH3:5])C.[CH2:6]([O:8][C:9]([C:11]1[S:12][C:13](S(C)(=O)=O)=[C:14]([C:23]#[N:24])[C:15]=1[C:16]1[CH:21]=[CH:20][C:19]([I:22])=[CH:18][CH:17]=1)=[O:10])[CH3:7]>C(Cl)Cl>[CH2:6]([O:8][C:9]([C:11]1[S:12][C:13]([CH2:4][CH3:5])=[C:14]([C:23]#[N:24])[C:15]=1[C:16]1[CH:21]=[CH:20][C:19]([I:22])=[CH:18][CH:17]=1)=[O:10])[CH3:7]

참가 물질

4

반응물 2

HCID 68522041HCID 68522041, 화합물HCID 178418750HCID 178418750, 화합물

생성물 1

HCID 685221773-(4-Iodophenyl)-4-cyano-5-ethyl-thiophene-2-carboxylic acid ethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Add dropwise diethylzinc (1.0M in hexanes, 16 mmol) to a solution of 3-(4-iodophenyl)-4-cyano-5-methanesulfonyl-thiophene-2-carboxylic acid ethyl ester (2.78 mmol) in 15 mL of anhydrous CH2Cl2 and stir under nitrogen at room temperature for 5 days. Cool to 0° C. and carefully quench with ice followed by 10 mL of saturated NH4Cl. Filter the mixture through Celite and rinse the filter pad with 100 mL of CH2Cl2. Wash the combined organic layers with brine (1×20 mL), dry over Na2SO4, filter, and evaporate. Chromatograph (hexane:ethyl acetate 3:1) over silca gel to provide the title compound: MS (ES+, m/e): 412 (M+1).

후처리

  1. temperatureCool to 0° C.
  2. customcarefully quench with ice
  3. filtrationFilter the mixture through Celite
  4. washrinse the filter pad with 100 mL of CH2Cl2
  5. washWash the combined organic layers with brine (1×20 mL)
  6. dry with materialdry over Na2SO4
  7. filtrationfilter
  8. customevaporate

출처 및 근거

ORD 기록
ord-93b78a81ab32493a8351cd11a88d4a44
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642361B2

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