HCID 18992046, compound → HCID 18992074, compound

HRID 375714Notes

Reaction equation

HRID 375714 reaction equation
[OH:1][C:2]1[C:3]([CH3:18])=[C:4]([C:13]([CH3:17])=[C:14]([OH:16])[CH:15]=1)[C:5]([O:7][CH2:8][C:9]([Cl:12])([Cl:11])[Cl:10])=[O:6]>C(OC(=O)C)(=O)C.N1C=CC=CC=1>[C:2]([O:1][C:2]1[C:3]([CH3:18])=[C:4]([C:13]([CH3:17])=[C:14]([O:16][C:5](=[O:6])[CH3:4])[CH:15]=1)[C:5]([O:7][CH2:8][C:9]([Cl:10])([Cl:11])[Cl:12])=[O:6])(=[O:1])[CH3:15]

Participants

4

Reactant 1

HCID 18992046HCID 18992046, compound

Product 1

HCID 18992074HCID 18992074, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 6.27 g of 2,2,2-trichloroethyl 3,5-dihydroxy-2,6-dimethylbenzoate in 15 ml of acetic anhydride and 0.3 ml of pyridine was heated under reflux for 3 hours. The solution was cooled and the solvent removed under reduced pressure. The residue was dissolved in 20 ml of ethyl acetate and crystallized by the addition of 120 ml of n-hexane to yield 2,2,2-trichloroethyl 3,5-diacetoxy-2,6-dimethylbenzoate as white crystals with mp 127°-128° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. temperatureThe solution was cooled
  3. customthe solvent removed under reduced pressure
  4. dissolutionThe residue was dissolved in 20 ml of ethyl acetate
  5. customcrystallized by the addition of 120 ml of n-hexane

Sources & evidence

ORD record
ord-f50beeee99c3406491c16c8bfdc47c30
Source dataset
uspto-grants-1996_01
Patent number
US05486466

Reaction notes

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