HCID 68522041、化合物 → 3-(4-Iodophenyl)-4-cyano-5-ethyl-thiophene-2-carboxylic acid ethyl ester

HRID 1990078ノート

反応式

HRID 1990078 の反応式
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]

参加物

4

反応物 2

HCID 68522041HCID 68522041、化合物HCID 178418750HCID 178418750、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-93b78a81ab32493a8351cd11a88d4a44
出典データセット
uspto-grants-2010_01
特許番号
US07642361B2

反応ノート

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