p-Fluorotoluene-alpha-thiol → benzyl 3-(4-fluorobenzylthio)-N-phenyl-thioacrylimidate

HRID 661747ノート

反応式

HRID 661747 の反応式
[C:1]1([N:7]=[C:8]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]#[CH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][SH:25])=[CH:22][CH:21]=1.CC(C)([O-])C.[K+]>C(Cl)(Cl)Cl>[F:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][S:25][CH:10]=[CH:9][C:8](=[N:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[S:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 85171p-Fluorotoluene-alpha-thiolHCID 23665647Potassium tert-butoxideHCID 86617334Benzyl N-phenylpropynthioimidate

生成物 1

HCID 86617333benzyl 3-(4-fluorobenzylthio)-N-phenyl-thioacrylimidate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Benzyl N-phenylpropynthioimidate (0.30 g) and 4-fluorobenzylmercaptan were dissolved to chloroform (15 ml), catalytic amount of potassium t-butoxide was added thereto under ice-cooling and stirred at room temperature for 14 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=15:1) to obtain benzyl 3-(4-fluorobenzylthio)-N-phenyl-thioacrylimidate (0.15 g) as light yellow oil.

後処理

  1. additionwas added
  2. temperatureunder ice-cooling
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=15:1)

出典と根拠

ORDレコード
ord-ceb10f6f62264911a8fb5cbfff922df2
出典データセット
uspto-grants-2011_12
特許番号
US08084644B2

反応ノート

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