Hydrochloric Acid → HCID 53687165, compound

HRID 413541Notes

Reaction equation

HRID 413541 reaction equation
C([O:4][CH:5]([C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:20])[CH2:16][CH2:17][CH2:18][Cl:19])=[CH:11][CH:10]=1)[CH:6]([CH3:8])[CH3:7])(=O)C.Cl>C(O)C>[Cl:19][CH2:18][CH2:17][CH2:16][C:15]([C:12]1[CH:11]=[CH:10][C:9]([CH:5]([OH:4])[CH:6]([CH3:7])[CH3:8])=[CH:14][CH:13]=1)=[O:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131723897HCID 131723897, compound

Product 1

HCID 53687165HCID 53687165, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Mix 2-(4-(4-chloro-1-oxobutyl)-phenyl-2-methyl propanol acetate, concentrated hydrochloric acid (555 mL), and ethanol (2.5) and reflux for 2.5 hours under a nitrogen atmosphere. Evaporate the solvent in vacuo and take the residue up in methylene chloride (1L). Wash sequentially with water (2×400 mL), aqueous potassium carbonate (10%, 200 mL) and water (300 mL). Evaporate the solvent in vacuo to give the title compound as a light-brown oil (200 g, 90%).

Workup

  1. temperaturereflux for 2.5 hours under a nitrogen atmosphere
  2. customEvaporate the solvent in vacuo
  3. washWash sequentially with water (2×400 mL), aqueous potassium carbonate (10%, 200 mL) and water (300 mL)
  4. customEvaporate the solvent in vacuo

Sources & evidence

ORD record
ord-8cca43b4177c4a2f9ce7ba7437b26980
Source dataset
uspto-grants-2003_05
Patent number
US06566526B2

Reaction notes

Loading…