Diethyl Ether → HCID 54078599, compound

HRID 1284273Notes

Reaction equation

HRID 1284273 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC.[F:12][C:13]([C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[C:26](O)=[O:27])([F:23])[C:14]([F:22])([F:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O>[F:12][C:13]([C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[CH2:26][OH:27])([F:23])[C:14]([F:22])([F:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 3283Diethyl Ether2×HCID 20372232HCID 20372232, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 54078599HCID 54078599, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Lithium aluminum hydride, 530 mg. (0.0139 mole), is weighed under nitrogen, transferred to a dry-nitrogen-flushed reaction flask, and suspended in 15 ml. of absolute ether. A solution of 4.15 g. (0.0139 mole) of 2-(α,α,β,β-tetrafluorophenethyl)benzoic acid in 35 ml. of absolute ether is added dropwise. The mixture is stirred at room temperature for 30 minutes and allowed to stand overnight in a nitrogen atmosphere. Hydrolysis is effected by the dropwise addition of 1 ml. of water. The precipitate is removed by filtration, and washed with ether. Evaporation of the dried ethereal filtrate under reduced pressure leaves the product as a white solid, m.p. 80°-81°C. A sample for analysis is sublimed at 70°C. and 0.1 mm.

Workup

  1. customa dry-nitrogen-
  2. customflushed
  3. customreaction flask
  4. waitto stand overnight in a nitrogen atmosphere
  5. customHydrolysis
  6. additionis effected by the dropwise addition of 1 ml
  7. customThe precipitate is removed by filtration
  8. washwashed with ether
  9. customEvaporation of the dried ethereal filtrate under reduced pressure

Sources & evidence

ORD record
ord-15f38108ae3544fe91960cd97fc5b1a9
Source dataset
uspto-grants-1976_08
Patent number
US03978127

Reaction notes

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