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

HRID 1704139Notes

Reaction equation

HRID 1704139 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)-Yield 92.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 95 ml of 1 Molar diborane in tetrahydrofuran is added 10.2 g of 2-(p-fluorophenoxy)propionic acid in 100 ml of tetrahydrofuran. The mixture is stirred at room temperature for 20 hrs. and poured onto 600 g of ice. The mixture is extracted with chloroform and the chloroform extracts dried (MgSO4). The solvent is removed under vacuum and the residual liquid distilled to give 8.7 g of colorless liquid.

Workup

  1. extractionThe mixture is extracted with chloroform
  2. dry with materialthe chloroform extracts dried (MgSO4)
  3. customThe solvent is removed under vacuum
  4. distillationthe residual liquid distilled

Sources & evidence

ORD record
ord-10c47979acf6498c85bb2e4b89255ffb
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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