4-Aminophenol → HCID 13565130, compound

HRID 1248894Notes

Reaction equation

HRID 1248894 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:16](Cl)(=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18].O>O1CCCC1>[C:16]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)(=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18]

Participants

6

Reactant 4

HCID 4034-AminophenolHCID 962WaterHCID 8471TriethylamineHCID 62493Pivaloyl chloride

Product 1

HCID 13565130HCID 13565130, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

109 g (1 mole) of 4-amino-phenol and 101 g of triethylamine were dissolved in 700 ml of tetrahydrofuran. 120.5 g (1 mole) of pivalyl chloride were added dropwise at 10°-15° C., with stirring. The mixture was subsequently stirred at room temperature for 2 hours and then poured into 3 liters of water. The crystals precipitated were filtered off with suction and dried in air. 165 g (85.5% of theory) of 4-pivaloylamino-phenol were obtained.

Workup

  1. stirringThe mixture was subsequently stirred at room temperature for 2 hours
  2. customThe crystals precipitated
  3. filtrationwere filtered off with suction
  4. customdried in air

Sources & evidence

ORD record
ord-f10c643b4c7341f7bbdb9b945c2b47b7
Source dataset
uspto-grants-1986_12
Patent number
US04627871

Reaction notes

Loading…