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

HRID 1704728ノート

反応式

HRID 1704728 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-3f841df869c04f80a9243eeb8dd830bc
出典データセット
uspto-grants-1978_11
特許番号
US04127667

反応ノート

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