Ethylene Glycol → 5-Methoxy-3-phenyl-1,2,3,4-tetrahydro-1-naphthalene carboxylic acid

HRID 982124ノート

反応式

HRID 982124 の反応式
C(C1[C:12]2[C:7](=[C:8]([O:13][CH3:14])[CH:9]=[CH:10][CH:11]=2)[CH2:6][CH:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:4]1)#N.[OH-:21].[K+].Cl.[CH2:24]([OH:27])[CH2:25]O>>[CH3:14][O:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[CH2:6][CH:5]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:4][CH:25]2[C:24]([OH:27])=[O:21]

参加物

5

反応物 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 200690891-Cyano-5-methoxy-3-phenyl-1,2,3,4-tetrahydronaphthalene

生成物 1

HCID 200690375-Methoxy-3-phenyl-1,2,3,4-tetrahydro-1-naphthalene carboxylic acid

反応条件

温度
-20 °C

実験手順

A mixture of 5.03 g (19.1 mmol) of 1-cyano-5-methoxy-3-phenyl-1,2,3,4-tetrahydronaphthalene, from Step 2, 40 mL of 5% aqueous potassium hydroxide solution and 90 mL of ethylene glycol is heated at reflux temperature for 8 h. The reaction mixture is then cooled to -20° C. and made acidic by the addition of cold concentrated aqueous hydrochloric acid solution. The acidic solution is extracted with methylene chloride and the organic extracts are washed with brine, dried over anhydrous magnesium sulfate, filtered and evaporated to give the title compound which is used in the next step without purification.

後処理

  1. temperatureat reflux temperature for 8 h
  2. extractionThe acidic solution is extracted with methylene chloride
  3. washthe organic extracts are washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-fc91d22e97bb4fbd813fd6436c68419a
出典データセット
uspto-grants-1991_02
特許番号
US04994486

反応ノート

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