2-[4-(trifluoromethyl)phenoxy]propanoic Acid → HCID 22761126, compound

HRID 1704147Notes

Reaction equation

HRID 1704147 reaction equation
B#B.[F:3][C:4]([F:18])([F:17])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH:12]([CH3:16])[C:13](O)=[O:14])=[CH:7][CH:6]=1>O1CCCC1>[F:3][C:4]([F:17])([F:18])[C:5]1[CH:6]=[CH:7][C:8]([O:11][CH:12]([CH3:16])[CH2:13][OH:14])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 37536562-[4-(trifluoromethyl)phenoxy]propanoic AcidHCID 6328200Diboron

Product 1

HCID 22761126HCID 22761126, compoundYield 115%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 150 ml of 1M diborane in tetrahydrofuran is added 13.5 g of 2-(α,α,α-trifluoro-p-tolyloxy)propionic acid. The mixture is stirred at room temperature for 6 hrs and poured onto 400 g of ice-water. The mixture is extracted with ether and the extract dried (MgSO4) and concentrated to give 14.6 g of colorless liquid. Distillation gives 8.1 g of liquid which crystallizes to give product, mp 29°-32° C.

Workup

  1. extractionThe mixture is extracted with ether
  2. dry with materialthe extract dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c1cbd9ca9d4e4c21a5886ab441f34cc7
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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