Formic Acid → N-(4-isopropoxy-3-(trifluoromethyl)phenyl)formamide

HRID 127819Notes

Reaction equation

HRID 127819 reaction equation
[CH:1]([O:4][C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][C:6]=1[C:12]([F:15])([F:14])[F:13])([CH3:3])[CH3:2].[CH:16](O)=[O:17]>>[CH:1]([O:4][C:5]1[CH:11]=[CH:10][C:8]([NH:9][CH:16]=[O:17])=[CH:7][C:6]=1[C:12]([F:13])([F:14])[F:15])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 128766254-Isopropoxy-3-(trifluoromethyl)aniline

Product 1

HCID 12876626N-(4-isopropoxy-3-(trifluoromethyl)phenyl)formamide

Procedure

A mixture of 54.8 g of 2B and 200 ml of 98% formic acid was refluxed for one hour, cooled and poured into ice water. The resulting mixture was extracted with ether. The extract was washed, successively, with aqueous soidum bicarbonate and water, dried and the solvent was evaporated under reduced pressure. The residue, a syrup, crystallized from 1/5 v/v ether/hexane to give N-(4-isopropoxy-3-(trifluoromethyl)phenyl)formamide (2C), as a tan solid, mp: 80°-82° C.

Workup

  1. temperaturewas refluxed for one hour
  2. temperaturecooled
  3. extractionThe resulting mixture was extracted with ether
  4. washThe extract was washed
  5. dry with materialsuccessively, with aqueous soidum bicarbonate and water, dried
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue, a syrup, crystallized from 1/5 v/v ether/hexane

Sources & evidence

ORD record
ord-fc526d4b8473416fb53f54a5bda90048
Source dataset
uspto-grants-1981_03
Patent number
US04257805

Reaction notes

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