Triethylamine → 2-(2-Thiazolinylthio)hydrocinnamic acid ethyl ester

HRID 478043ノート

反応式

HRID 478043 の反応式
C(N(CC)CC)C.[SH:8][C:9]1[S:10][CH2:11][CH2:12][N:13]=1.[CH2:14]([O:16][C:17](=[O:27])[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1Br)[CH3:15]>C1COCC1>[CH2:14]([O:16][C:17](=[O:27])[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:8][C:9]1[S:10][CH2:11][CH2:12][N:13]=1)[CH3:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10611137Ethyl 3-(2-bromophenyl)propanoateHCID 178527880HCID 178527880、化合物

生成物 1

HCID 572061812-(2-Thiazolinylthio)hydrocinnamic acid ethyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1.4 ml of triethylamine are added dropwise to a solution of 1.8 g of 2-mercapto-1,3-thiazoline and 2.6 g of 2-bromo-hydrocinnamic acid ethyl ester in 15 ml of THF and the whole is stirred under reflux for 6 hours. The reaction mixture is filtered, the filtrate is concentrated by evaporation and the residue is partitioned between ethyl acetate and water. The organic phase is washed with water, dried, concentrated by evaporation and purified by chromatography on silica gel with eluant R. Rf (W)=0.67.

後処理

  1. temperatureunder reflux for 6 hours
  2. filtrationThe reaction mixture is filtered
  3. concentrationthe filtrate is concentrated by evaporation
  4. customthe residue is partitioned between ethyl acetate and water
  5. washThe organic phase is washed with water
  6. customdried
  7. concentrationconcentrated by evaporation
  8. custompurified by chromatography on silica gel with eluant R

出典と根拠

ORDレコード
ord-a91dde695f9748e3ab37a5f702ead165
出典データセット
uspto-grants-1989_12
特許番号
US04889869

反応ノート

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