Benzoyl chloride → HCID 20290837, compound

HRID 1413819Notes

Reaction equation

HRID 1413819 reaction equation
[CH3:1][C:2]1[C:11]2[CH:12]=[C:13]([C:15]([OH:24])([C:20]([F:23])([F:22])[F:21])[C:16]([F:19])([F:18])[F:17])[CH:14]=[C:9]3[C:10]=2[N:5]([CH2:6][CH2:7][O:8]3)[C:4](=[O:25])[CH:3]=1.C(Cl)(=[O:33])C1C=CC=CC=1>N1C=CC=CC=1>[C:15]([OH:24])(=[O:33])[C:13]1[CH:14]=[CH:9][CH:10]=[CH:11][CH:12]=1.[CH3:1][C:2]1[C:11]2[CH:12]=[C:13]([C:15]([OH:24])([C:16]([F:19])([F:18])[F:17])[C:20]([F:21])([F:22])[F:23])[CH:14]=[C:9]3[C:10]=2[N:5]([CH2:6][CH2:7][O:8]3)[C:4](=[O:25])[CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 20290820HCID 20290820, compound

Product 1

HCID 20290837HCID 20290837, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a suspension of 2,3-dihydro-7-methyl-9-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-5H-pyrido[1,2,3-de]-1,4-benzoxazin-5-one in pyridine is added benzoyl chloride. The suspension is stirred and heated at reflux until homogenous. The solution is added to ice cold 2 N hydrochloric acid. The resultant mixture is extracted with ether; the etheral solution is dried with anhydrous magnesium sulfate, filtered and evaporated at reduced pressure to give 2,3-dihydro-7-methyl-9-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)-ethyl]-5H-pyrido[1,2,3-de]-1,4-benzoxazin-5-one benzoate.

Workup

  1. temperatureheated
  2. temperatureat reflux until homogenous
  3. extractionThe resultant mixture is extracted with ether
  4. dry with materialthe etheral solution is dried with anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-81dca9cd2b234ec0bf9b4fd03885f4ad
Source dataset
uspto-grants-1981_02
Patent number
US04251534

Reaction notes

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