Dimethylamine → HCID 21274922, compound

HRID 1382653Notes

Reaction equation

HRID 1382653 reaction equation
[CH3:1][NH:2][CH3:3].Br[CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11](/[C:14](/[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:15](\[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)/[C:16]([F:19])([F:18])[F:17])=[CH:10][CH:9]=1>C(O)C>[CH3:1][N:2]([CH3:3])[CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11](/[C:14](/[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:15](\[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)/[C:16]([F:19])([F:18])[F:17])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13292770HCID 13292770, compound

Product 1

HCID 21274922HCID 21274922, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 ml of a 40% aqueous solution of dimethylamine are added to a solution of 5.37 g (12 mmoles) of (E)-1-[4-(2-bromoethoxy)-phenyl]-1,2-diphenyl-3,3,3-trifluoro-propene, prepared as described in Example 7, in 10 ml of ethanol. The mixture is allowed to stand for 3-4 days, then evaporated, the residue is diluted with 50 ml of benzene, the resulting solution is washed with water until neutral, dried and evaporated. The residue is crystallized from hexane. 4.26 g (86.2%) of (E)-1-[4-(2-dimethylaminoethoxy)-phenyl]-1,2-diphenyl-3,3,3-trifluoro-propene are obtained; m.p.: 90°-91° C.

Workup

  1. customprepared
  2. customevaporated
  3. additionthe residue is diluted with 50 ml of benzene
  4. washthe resulting solution is washed with water until neutral,
  5. customdried
  6. customevaporated
  7. customThe residue is crystallized from hexane

Sources & evidence

ORD record
ord-b57eb50f37254dfd8d4f21c2576456ec
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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