Ethanol → HCID 13376833, compound

HRID 1980113Notes

Reaction equation

HRID 1980113 reaction equation
O[CH:2]([OH:22])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:13]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:16][CH:17]=2)=[CH:7][CH:6]=1)=[O:4].[NH2:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=1.[CH2:33](O)[CH3:34].C1(C)C=CC=CC=1>CCOCC>[CH2:33]([O:22][CH:2]([NH:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=1)[C:3](=[O:4])[C:5]1[CH:6]=[CH:7][C:8]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:20])([F:21])[F:19])[CH:13]=2)=[CH:9][CH:10]=1)[CH3:34]

Participants

6

Reactant 4

HCID 702EthanolHCID 9784-Aminobenzoic AcidHCID 1140TolueneHCID 20437460HCID 20437460, compound

Product 1

HCID 13376833HCID 13376833, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 5.62 g of 2,2-dihydroxy-4'-(α,α,α-trifluoro-m-tolyloxy)acetophenone, 2.47 g of p-aminobenzoic acid and 100 ml of ethanol was refluxed for 30 minutes and then 50 ml of toluene were added. The mixture was evaporated to dryness and the refluxing with ethanol and toluene repeated twice. Then the ethanol was evaporated giving a residue which was dissolved in 150 ml of ether, 75 ml of petroleum ether was added and the mixture cooled to 0° C., giving the desired product as an off-white powder, mp 109°-122° C. (dec.).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customThe mixture was evaporated to dryness
  3. customThen the ethanol was evaporated
  4. customgiving a residue which

Sources & evidence

ORD record
ord-6f91085ffb43417298eb09e83f2763b4
Source dataset
uspto-grants-1984_11
Patent number
US04485114

Reaction notes

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