Benzene → HCID 21274971, compound

HRID 1382651Notes

Reaction equation

HRID 1382651 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:12](\[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)/[C:13]([F:16])([F:15])[F:14])=[CH:7][CH:6]=1.[C:29]1([C:43]([OH:44])=[C:39]([N+:40]([O-:42])=[O:41])[CH:38]=[C:34]([N+:35]([O-:37])=[O:36])[CH:33]=1)[N+:30]([O-:32])=[O:31].[CH:45]1C=CC=C[CH:46]=1>C(O)C>[C:39]1([C:43]([OH:44])=[C:29]([N+:30]([O-:32])=[O:31])[CH:33]=[C:34]([N+:35]([O-:37])=[O:36])[CH:38]=1)[N+:40]([O-:42])=[O:41].[CH2:45]([N:40]([CH2:39][CH3:43])[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:12](\[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)/[C:13]([F:16])([F:15])[F:14])=[CH:7][CH:6]=1)[CH3:46]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6954Picric AcidHCID 13292770HCID 13292770, compound

Product 1

HCID 21274971HCID 21274971, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

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, are boiled with 8.8 g of diethylamino for 5 hours. The reaction mixture is diluted with 50 ml of benzene, washed with water until neutral, dried and evaporated. The residue is dissolved in 20 ml of 95% ethanol, and a solution of 3.22 g (14 mmoles) of picric acid in 32 ml of 95% ethanol is added. The separated crystals are filtered off, washed with ethanol and ether. 6.46 g (80.4%) of the aimed compound are obtained; m.p.: 131°-135° C.

Workup

  1. washwashed with water until neutral,
  2. customdried
  3. customevaporated
  4. dissolutionThe residue is dissolved in 20 ml of 95% ethanol
  5. filtrationThe separated crystals are filtered off
  6. washwashed with ethanol and ether

Sources & evidence

ORD record
ord-2dbb402a8ffe42bc8507aa09562ab973
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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