Potassium Hydroxide → HCID 19962312、化合物

HRID 53392ノート

反応式

HRID 53392 の反応式
[CH3:1][C:2]1([CH3:28])[C:11]2[CH:10]=[CH:9][C:8]([C:12]#[C:13][C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=3)=[CH:7][C:6]=2[C:5]([S:25][CH2:26][CH3:27])=[CH:4][CH2:3]1.[OH-].[K+]>C(O)C>[CH3:1][C:2]1([CH3:28])[C:11]2[CH:10]=[CH:9][C:8]([C:12]#[C:13][C:14]3[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:23][CH:24]=3)=[CH:7][C:6]=2[C:5]([S:25][CH2:26][CH3:27])=[CH:4][CH2:3]1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 19962326Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-ethylthionaphth-3-yl)ethynyl]benzoate2 回

生成物 1

HCID 19962312HCID 19962312、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 150 mg (0.38 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-ethylthionaphth-3-yl)ethynyl]benzoate (Compound 151) in 4 ml of ethanol was added 1 ml of KOH (2N aqueous solution). The solution was heated to 50° C. for two hours, cooled to room temperature, concentrated in vacuo, diluted with dichloromethane (5 ml) and acidified with 10% aqueous HCl at 0° C. The layers were separated and the aqueous layer was extracted with dichloromethane (2×). The organic layers were combined, washed with brine, dried over MgSO4 and concentrated in vacuo. Recrystallization from acetonitrile gave the title compound as a white solid.

後処理

  1. temperaturecooled to room temperature
  2. concentrationconcentrated in vacuo
  3. additiondiluted with dichloromethane (5 ml)
  4. customacidified with 10% aqueous HCl at 0° C
  5. customThe layers were separated
  6. extractionthe aqueous layer was extracted with dichloromethane (2×)
  7. washwashed with brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated in vacuo
  10. customRecrystallization from acetonitrile

出典と根拠

ORDレコード
ord-77ebe0fb6af142a2bfad59ea00c030a1
出典データセット
uspto-grants-1997_04
特許番号
US05618931

反応ノート

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