3-Chlorobenzaldehyde → 2-m-Chlorophenyl-3-(3-trifluoromethyl-4-fluorophenyl)-5-ethyl oxazolidine

HRID 4122

Reaction equation

HRID 4122 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[F:10][C:11]([F:26])([F:25])[C:12]1[CH:13]=[C:14]([NH:19][CH2:20][CH:21](O)[CH2:22][CH3:23])[CH:15]=[CH:16][C:17]=1[F:18]>CS(O)(=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]2[N:19]([C:14]3[CH:15]=[CH:16][C:17]([F:18])=[C:12]([C:11]([F:26])([F:10])[F:25])[CH:13]=3)[CH2:20][CH:21]([CH2:22][CH3:23])[O:6]2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 114773-ChlorobenzaldehydeHCID 201526711-(3-Trifluoromethyl-4-fluorophenylamino)-2-butanol

Product 1

HCID 201526702-m-Chlorophenyl-3-(3-trifluoromethyl-4-fluorophenyl)-5-ethyl oxazolidine

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidCatalyst

Procedure

Meta-chlorobenzaldehyde (2.3 g, 0.016 mole) was combined with 5 g of 1-(3-trifluoromethyl-4-fluorophenylamino)-2-butanol and 3 drops of methane sulfonic acid was added. The mixture was heated on the steam bath for about one hour and stripped on the rotary evaporator. The product, a sticky, thick liquid, was characterized by IR and NMR.

Workup

  1. additionwas added
  2. temperatureThe mixture was heated on the steam bath for about one hour
  3. customstripped on the rotary evaporator

Sources & evidence

ORD record
ord-2606b9cbf440416d8f3e63a1500dbed7
Source dataset
uspto-grants-1988_02
Patent number
US04723986

Linked notes

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