2-Chloro-5-phenyl-thiophene-3-carboxylic acid ethyl ester → 2-Chloro-5-phenylthiophene-3-carboxylic acid

HRID 1914537노트

반응식

HRID 1914537 반응식
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[S:8][C:7]=1[Cl:17])=[O:5])C>[OH-].[Na+].C(O)C>[Cl:17][C:7]1[S:8][C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:10][C:6]=1[C:4]([OH:5])=[O:3]

참가 물질

4

반응물 1

HCID 581102772-Chloro-5-phenyl-thiophene-3-carboxylic acid ethyl ester

생성물 1

HCID 581102042-Chloro-5-phenylthiophene-3-carboxylic acid수율 43.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

반응 조건

온도
100 °C

실험 절차

2-Chloro-5-phenyl-thiophene-3-carboxylic acid ethyl ester (0.44 g, 1.65 mmol) was dissolved in a solution of 1 M NaOH (3 mL) and ethanol (2 mL). The reaction mixture was heated to 100° C. using microwave irradiation for 10 minutes. After cooling, the reaction mixture was partitioned between diethyl ether and water. The aqueous solution was acidified with 1 M HCl and further extracted with diethyl ether. The combined organic solutions were dried over magnesium sulfate, filtered and the solvent evaporated. The residue was triturated in diethyl ether and filtered to give the title compound (0.17 g). 1H NMR (400 MHz, CHCl3-d): δ 7.6 (s, 1H), 7.55 (d, 2H), 7.4-7.3 (m, 3H).

후처리

  1. custommicrowave irradiation for 10 minutes
  2. temperatureAfter cooling
  3. customthe reaction mixture was partitioned between diethyl ether and water
  4. extractionfurther extracted with diethyl ether
  5. dry with materialThe combined organic solutions were dried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent evaporated
  8. customThe residue was triturated in diethyl ether
  9. filtrationfiltered

출처 및 근거

ORD 기록
ord-d065559b7a884d1db642ceaa38a97027
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614209B2

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