Ethylene Glycol → HCID 19358413, compound

HRID 377297Notes

Reaction equation

HRID 377297 reaction equation
C([CH:3]1[CH2:8][CH2:7][CH2:6]C[CH:4]1[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)#N.[OH-:18].[K+].[CH2:20]([OH:23])[CH2:21]O>O.[OH-].[Na+]>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([CH2:9][CH:4]2[CH2:3][CH2:8][CH2:7][CH2:6][CH:21]2[C:20]([OH:23])=[O:18])[CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 193584921-Cyano-2-[(3-methoxyphenyl)methyl]cyclohexane

Product 1

HCID 19358413HCID 19358413, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 1-cyano-2-[(3-methoxyphenyl)methyl]-cyclohexane (3.60 g) and potassium hydroxide (2.82 g) in ethyleneglycol (12.3 ml) was refluxed for 5 hours, cooled to room temperature, and diluted with water and 5% sodium hydroxide aqueous solution. The resulting mixture was washed three times with diethyl ether, acidified with conc. hydrochloric acid, and extracted with diethyl ether. The extract was dried over magnesium sulfate and evaporated in vacuo to give 2-[(3-methoxyphenyl)-methyl]cyclohexanecarboxylic acid (3.11 g) as an oil.

Workup

  1. washThe resulting mixture was washed three times with diethyl ether
  2. extractionextracted with diethyl ether
  3. dry with materialThe extract was dried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-a518d0c7a45948dc8392313aca38c358
Source dataset
uspto-grants-2000_02
Patent number
US06025375

Reaction notes

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