Ethylene Glycol → 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carboxylic acid

HRID 544678ノート

反応式

HRID 544678 の反応式
[CH2:1]1[C:6]2=[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]3=[CH:9][CH:10]=[CH:11][C:5]2=C(C#N)[CH:3]=[CH:2]1.[OH-:18].[K+].[CH2:20]([OH:23])[CH2:21]O>O>[CH:1]1[C:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9][CH2:10][CH2:11][C:5]=2[C:21]([C:20]([OH:23])=[O:18])=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 20458457Dibenzo[a,c]cycloheptene-4-carbonitrile

生成物 1

HCID 132813416,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

Under a dry nitrogen atmosphere a solution of 6,7-dihydro-5e,uns/H/ -dibenzo[a,c]cycloheptene-4-carbonitrile (2.95 grams, 0.0134 mole), potassium hydroxide (4 grams, 0.085 mole), ethylene glycol (40 ml) and water (3 ml) was heated at reflux for approximately 24 hours. The mixture was cooled, diluted with water, and the solution was washed with diethyl ether. The aqueous solution was acidified and extracted with diethyl ether. The extract was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated to give a white solid. The solid was combined with similar material prepared in a separate experiment, and the combined solids were recrystallized from n-hexane to give 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carboxylic acid (mp 137°-139°) as nearly white crystals.

後処理

  1. temperatureat reflux for approximately 24 hours
  2. temperatureThe mixture was cooled
  3. washthe solution was washed with diethyl ether
  4. extractionextracted with diethyl ether
  5. dry with materialThe extract was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe filtrate was evaporated
  8. customto give a white solid
  9. customprepared in a separate experiment
  10. customthe combined solids were recrystallized from n-hexane

出典と根拠

ORDレコード
ord-9d8188863e074e48ae1a4c609ee9e9ab
出典データセット
uspto-grants-1984_05
特許番号
US04451484

反応ノート

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