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

Methane → 4-(Trifluoromethyl)phthalic acid

HRID 328286
Notes
Print preview

Reaction equation

HRID 328286 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6])#N.[OH-:17].[Na+].[OH2:19].C>CO>[F:14][C:13]([F:16])([F:15])[C:11]1[CH:12]=[C:3]([C:1]([OH:19])=[O:17])[C:4](=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 297MethaneHCID 962WaterHCID 14798Sodium HydroxideHCID 12601887Methyl 2-cyano-4-(trifluoromethyl)benzoate

Product 1

HCID 5990394-(Trifluoromethyl)phthalic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-cyano-4-trifluoromethyl-benzoate (102.3 g.), sodium hydroxide pellets (108 g.), water (900 cc.) and methanol (1,900 cc.) are heated to the reflux temperature for 12 hours. The solution is decolorised by means of animal charcoal (0.6 g.). After filtration, hydrochloric acid (d = 1.19) (100 cc.) is added. The mixture is extracted with ethyl ether (2.25 liters). The organic layer is dried over anhydrous magnesium sulphate (40 g.). After filtering, and concentrating the filtrate, 4-trifluoromethyl-phthalic acid (99.1 g.) melting at 178° C is obtained.

Workup

  1. filtrationAfter filtration, hydrochloric acid (d = 1.19) (100 cc.)
  2. additionis added
  3. extractionThe mixture is extracted with ethyl ether (2.25 liters)
  4. dry with materialThe organic layer is dried over anhydrous magnesium sulphate (40 g.)
  5. filtrationAfter filtering
  6. concentrationconcentrating the filtrate

Sources & evidence

ORD record
ord-78ec24dcd1a74fb9a52cc36cdc85907a
Source dataset
uspto-grants-1977_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04016274

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes