Diethyl Ether → HCID 53912477, compound

HRID 1382650Notes

Reaction equation

HRID 1382650 reaction equation
[Na].[CH3:2][NH:3][CH:4](O)[CH3:5].[C:7]1([C:13]([C:32]([F:35])([F:34])[F:33])=[C:14]([C:25]2[CH:30]=[CH:29][C:28](F)=[CH:27][CH:26]=2)[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][O:23][CH3:24])=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CC[O:38]CC>>[C:7]1([C:13]([C:32]([F:33])([F:34])[F:35])=[C:14]([C:25]2[CH:26]=[CH:27][C:28]([O:38][CH2:5][CH2:4][NH:3][CH3:2])=[CH:29][CH:30]=2)[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][O:23][CH3:24])=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 4

HCID 3283Diethyl EtherHCID 5247031N-MethylaminoethanolHCID 5360545SodiumHCID 54297278HCID 54297278, compound

Product 1

HCID 53912477HCID 53912477, compoundYield 72.4%

Conditions

Temperature
150 °C

Procedure

0.28 g (0.012 g.-atoms) of sodium are dissolved in 2.70 g (36 mmoles) of N-methylamino-ethanol, 2.36 g (5.86 mmoles) of 2-phenyl-3,3,3-trifluoro-1-(4-fluorophenyl)-1-(4-methoxymethoxy-phenyl)-propene, prepared as described in Example 33, are added, and the mixture is heated at 150° C. for one hour. The mixture is cooled, diluted with 100 ml of ether, washed with water until neutral, dried and evaporated. The residue is crystallized from hexane. 1.94 g (72.4%) of 2-phenyl-3,3,3-trifluoro-1-[4-(2-methylaminoethoxy)-phenyl]-1-(4-methoxymethoxy-phenyl)-propene are obtained; m.p.: 87°-90° C.

Workup

  1. additionare added
  2. temperatureThe mixture is cooled
  3. washwashed with water until neutral,
  4. customdried
  5. customevaporated
  6. customThe residue is crystallized from hexane

Sources & evidence

ORD record
ord-a2f663aa2e7f450da216924ee0f6d0c4
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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