Hydrochloric Acid → 3,5-Bis[(2-methylphenyl)methylidene]thian-4-one

HRID 1704728노트

반응식

HRID 1704728 반응식
[S:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.[C:8]1([CH3:16])[C:9]([CH:14]=O)=[CH:10][CH:11]=[CH:12][CH:13]=1.Cl>C(O)C>[CH3:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH:16]=[C:3]1[C:4](=[O:7])[C:5](=[CH:16][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])[CH2:6][S:1][CH2:2]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 107222-MethylbenzaldehydeHCID 66173Tetrahydrothiopyran-4-one

생성물 1

HCID 543246713,5-Bis[(2-methylphenyl)methylidene]thian-4-one수율 88%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Tetrahydro-4H-thiopyran-4-one (9.3 g, 0.08 mole) and o-tolualdehyde (25 g, 0.20 mole) are dissolved in 60 ml of ethanol and treated with concentrated hydrochloric acid (6 ml). After heating at reflux temperature for 4 hours, the mixture is cooled and product is collected by filtration. The combined filtrate and washings (ethanol) are concentrated to the original volume and additional concentrated hydrochloric acid (4 ml) is added and the mixture is refluxed for 4 hours. This procedure is repeated 3 times. The combined crude material (23 g) is recrystallized from chloroform/ethanol/H2O to give 22.5 g (88%) of product, m.p. 123°-125°.

후처리

  1. temperatureAfter heating
  2. temperatureat reflux temperature for 4 hours
  3. temperaturethe mixture is cooled
  4. filtrationproduct is collected by filtration
  5. concentrationThe combined filtrate and washings (ethanol) are concentrated to the original volume and additional concentrated hydrochloric acid (4 ml)
  6. additionis added
  7. temperaturethe mixture is refluxed for 4 hours
  8. customis recrystallized from chloroform/ethanol/H2O

출처 및 근거

ORD 기록
ord-3f841df869c04f80a9243eeb8dd830bc
출처 데이터셋
uspto-grants-1978_11
특허 번호
US04127667

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