2-(4-tert-butylphenoxy)propanoic acid → HCID 22761173, compound

HRID 1704133Notes

Reaction equation

HRID 1704133 reaction equation
[C:1]([C:5]1[CH:16]=[CH:15][C:8]([O:9][CH:10]([CH3:14])[C:11](O)=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].B#B>O1CCCC1>[C:1]([C:5]1[CH:16]=[CH:15][C:8]([O:9][CH:10]([CH3:14])[CH2:11][OH:12])=[CH:7][CH:6]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 2468682-(4-tert-butylphenoxy)propanoic acidHCID 6328200Diboron

Product 1

HCID 22761173HCID 22761173, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
5 °C

Procedure

A solution of 6.6 g of 2-(p-tert-butylphenoxy)propionic acid in 25 ml of tetrahydrofuran is added dropwise to a chilled (5° C.) solution of 60 ml of 1M diborane in tetrahydrofuran. The mixture is stirred for 1 hr at 5° C. and at room temperature overnight. The mixture is poured onto 300 g of ice-water and extracted with ether. The ether extracts are dried (MgSO4) and concentrated under vacuum to give 5.5 g of product as a colorless liquid.

Workup

  1. extractionextracted with ether
  2. dry with materialThe ether extracts are dried (MgSO4)
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-2fb3b18a1a8d45e7ab417fc8a8fd51ec
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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