Sulfuric Acid → 3-(1,3-Dioxaindan-5-yl)propane-1-thiol

HRID 486928

反応式

HRID 486928 の反応式
[C:1](O)(=[S:3])[CH3:2].[O:5]1[C:16]2[C:8](=[CH:9][C:10](=[CH:14][CH:15]=2)[CH2:11]C=C)[O:7][CH2:6]1.[OH-].[Na+].S(=O)(=O)(O)O>C(O)C.O>[O:5]1[C:16]2[CH:15]=[CH:14][C:10]([CH2:11][CH2:2][CH2:1][SH:3])=[CH:9][C:8]=2[O:7][CH2:6]1

参加物

7

反応物 4

HCID 1118Sulfuric AcidHCID 5144SafroleHCID 14798Sodium HydroxideHCID 178418634HCID 178418634、化合物

生成物 1

HCID 190016193-(1,3-Dioxaindan-5-yl)propane-1-thiol収率 66.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

25 g of thioacetic acid was added to 53.5 g of safrole in portions, while stirring the mixture at a room temperature or under cooling with ice/water. The reaction was carried out for 30 minutes. A solution of 20 g of sodium hydroxide in a mixture comprising 100 ml of water and 200 ml of ethanol was added to the reaction mixture. The obtained mixture was heated under reflux for 20 minutes, cooled, neutralized with dilute sulfuric acid and extracted with 1 l of benzene. The extract was washed with water and the benzene layer was dried over anhydrous sodium sulfate and purified by silica gel column chromatography (hexane) to obtain 42.8 g of the title compound as a colorless oil.

後処理

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for 20 minutes
  3. temperaturecooled
  4. extractionextracted with 1 l of benzene
  5. washThe extract was washed with water
  6. dry with materialthe benzene layer was dried over anhydrous sodium sulfate
  7. custompurified by silica gel column chromatography (hexane)

出典と根拠

ORDレコード
ord-bc49ae4e5efa440f81f3746c1ac1f30b
出典データセット
uspto-grants-1994_03
特許番号
US05292901

関連ノート

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