Acetic Acid → 22703-30-6

HRID 1579324Notes

Reaction equation

HRID 1579324 reaction equation
C(O[C:4]([C:6]1([OH:14])[CH2:11][CH:10]([CH3:12])[CH2:9][CH:8]([CH3:13])[CH2:7]1)=[O:5])C.Cl.[NH2:16][C:17](N)=[NH:18].[OH-].[K+].C(O)(=O)C>C(O)C.O>[NH2:18][C:17]1[O:14][C:6]2([CH2:7][CH:8]([CH3:13])[CH2:9][CH:10]([CH3:12])[CH2:11]2)[C:4](=[O:5])[N:16]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 5742Guanidine HydrochlorideHCID 14797Potassium HydroxideHCID 54099814HCID 54099814, compound

Product 1

HCID 21122222703-30-6Yield 35.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 9.43 grams of 1-hydroxy-3,5-dimethylcyclohexane carboxylic acid ethyl ester with 4.38 grams of guanidine hydrochloride and 2.59 grams of potassium hydroxide pellets in 52 ml of ethanol is refluxed for 1 hour. The solution is cooled, diluted with 172 ml of water and brought to pH 7 with glacial acetic acid resulting in a white precipitate being formed. After refrigeration at 5° C for 3 hours, the crystals are filtered, washed with water and ether, and dried yielding 3.20 grams of 2-amino-7,9-dimethyl-1-oxa-3-aza-spiro[4,5]dec-2-en-4-one, having a melting point of 276°-81° C.

Workup

  1. temperatureis refluxed for 1 hour
  2. temperatureThe solution is cooled
  3. custombeing formed
  4. filtrationthe crystals are filtered
  5. washwashed with water and ether
  6. customdried

Sources & evidence

ORD record
ord-964bd4d198b54434bd262d4bef87e246
Source dataset
uspto-grants-1976_01
Patent number
US03931198

Reaction notes

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