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

Hydrochloric Acid → 5-(3,4-Dimethoxyphenyl)-5-oxovaleric acid

HRID 1757642
Notes
Print preview

Reaction equation

HRID 1757642 reaction equation
[C:1]1([O:9][CH3:10])[C:2](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O:3][CH3:4].[C:11]1(=[O:18])[O:17][C:15](=[O:16])[CH2:14][CH2:13][CH2:12]1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>[N+](C1C=CC=CC=1)([O-])=O>[CH3:4][O:3][C:2]1[CH:5]=[C:6]([C:11](=[O:18])[CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH:7]=[CH:8][C:1]=1[O:9][CH3:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7043VeratroleHCID 7940Glutaric anhydrideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 27584705-(3,4-Dimethoxyphenyl)-5-oxovaleric acid

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent
2×

Procedure

A solution containing 36 g of veratrole and 30 g glutaric anhydride in 120 ml of nitrobenzene was gradually added while stirring and cooling at 0° C. to a mixture of 72 g of anhydrous aluminium chloride and 240 ml of nitrobenzene. The mixture was stirred for 1 h at 0° C. and then for 18 h at 20° C. Ice and hydrochloric acid were added to thereaction mixture. Nitrobenzene layer was separated and to this ethyl acetate was added whereupon the product crystallized. After filtering the crystals were washed with ethyl acetate. Yield 42.3 g (64%).

Workup

  1. additionwas gradually added
  2. stirringThe mixture was stirred for 1 h at 0° C.
  3. customNitrobenzene layer was separated and to this ethyl acetate
  4. additionwas added whereupon the product
  5. customcrystallized
  6. filtrationAfter filtering the crystals
  7. washwere washed with ethyl acetate

Sources & evidence

ORD record
ord-34465f480b5543bdb181c03238c8cf40
Source dataset
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05446194

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes