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

HRID 478043노트

반응식

HRID 478043 반응식
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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10611137Ethyl 3-(2-bromophenyl)propanoateHCID 178527880HCID 178527880, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a91dde695f9748e3ab37a5f702ead165
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04889869

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