HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Cyclobutane-1,3-dione → 3-Hydroxy-2-cyclobuten-1one-dicyclohexylmethyl ammonium salt

HRID 892651
Notes
Print preview

Reaction equation

HRID 892651 reaction equation
[CH:1]1([CH:7]([NH2:14])[CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:15]1(=[O:20])[CH2:18][C:17](=[O:19])[CH2:16]1>C(OCC)(=O)C>[CH:1]1([CH:7]([NH3+:14])[CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH:20][C:15]1[CH2:18][C:17](=[O:19])[CH:16]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 27357Cyclobutane-1,3-dioneHCID 10774245alpha-Cyclohexylcyclohexanemethanamine

Product 1

HCID 867454593-Hydroxy-2-cyclobuten-1one-dicyclohexylmethyl ammonium saltYield 85.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4.99 g of dicyclohexylmethylamine (25.0 mmol) in 10 g of ethyl acetate was instilled in a suspension of 2.11 g of 1,3-cyclobutanedione (23.0 mmol) at 20° C. and stirred for 1 hour. After another 30 minutes of stirring at 5° C., the suspension was filtered and dried under vacuum. 5.53 g of the title product with a purity of 94.7 percent (according to HPLC), corresponding to a yield of 81.4 percent, relative to the cyclobutanedione, was obtained. Data for the title compound was:

Workup

  1. stirringAfter another 30 minutes of stirring at 5° C.
  2. filtrationthe suspension was filtered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-e25ba20ae4a145c99d04a9e58436d3ae
Source dataset
uspto-grants-1992_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05118847

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes