3-(4-Fluorophenoxy)propionic acid → 1-Propanol, 2-(4-fluorophenoxy)-

HRID 2051928Notes

Reaction equation

HRID 2051928 reaction equation
B#B.[F:3][C:4]1[CH:15]=[CH:14][C:7]([O:8][CH:9]([CH3:13])[C:10](O)=[O:11])=[CH:6][CH:5]=1>O1CCCC1>[F:3][C:4]1[CH:15]=[CH:14][C:7]([O:8][CH:9]([CH3:13])[CH2:10][OH:11])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 38721403-(4-Fluorophenoxy)propionic acidHCID 6328200Diboron

Product 1

HCID 104647301-Propanol, 2-(4-fluorophenoxy)-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 95 ml. of diborane in 95 ml. of tetrahydrofuran was added 10.2 g. of 2-(4-fluorophenoxy)propionic acid in 100 ml. of tetrahydrofuran. The reaction mixture was stirred at room temperature for 20 hours. The solution was gradually poured onto 600 g. of ice and extracted (3×-250 ml each) with chloroform. The combined organic layer was extracted with water (3×-50 ml each) and dried. The solvent was removed under vacuum giving a clear liquid.

Workup

  1. additionThe solution was gradually poured onto 600 g
  2. extractionof ice and extracted (3×-250 ml each) with chloroform
  3. extractionThe combined organic layer was extracted with water (3×-50 ml each)
  4. customdried
  5. customThe solvent was removed under vacuum
  6. customgiving a clear liquid

Sources & evidence

ORD record
ord-2b65110274a9450c852a727ab72536fe
Source dataset
uspto-grants-1980_01
Patent number
US04182776

Reaction notes

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