Acetic Anhydride → HCID 3069818, compound

HRID 1606559Notes

Reaction equation

HRID 1606559 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][CH:5]=1)=[O:3].[CH3:14][C:15]([O:17]C(C)=O)=[O:16]>CCN(CC)CC>[F:13][C:10]([F:11])([F:12])[C:7]1[CH:8]=[CH:9][C:4]([C:2]([CH:1]=[CH:14][C:15]([OH:17])=[O:16])=[O:3])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 697311-(4-(Trifluoromethyl)phenyl)ethan-1-one

Product 1

HCID 3069818HCID 3069818, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent2×

Procedure

An alternative procedure is as follows. A mixture of 4-trifluoromethylacetophenone (18.8 g) glyoxylic acid monohydrate (18.8 g), Ac2O (20 ml) and a drop of Et3N was heated to 135°, internal temperature. More Et3N (2 ml) was added, and the mixture was held at 135° for 20 minutes. The mixture was cooled and evaporated to dryness in vacuo. The solid residue was digested with H2O, filtered, dried and recrystallized from C6H6 to give the title compound, 12.2 g (50%), mp 149°-151°.

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated to dryness in vacuo
  3. filtrationfiltered
  4. customdried
  5. customrecrystallized from C6H6

Sources & evidence

ORD record
ord-5a738160b603486b85964a198452c8f5
Source dataset
uspto-grants-1976_04
Patent number
US03953463

Reaction notes

Loading…