Hydrochloric Acid → HCID 22761135, compound

HRID 1704129Notes

Reaction equation

HRID 1704129 reaction equation
C[O:2][C:3](=[O:34])[CH:4]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=1)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH:13]([O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[CH3:14])=[CH:7][CH:6]=1.[OH-].[K+].C(O)C.Cl>O>[C:30]([C:27]1[CH:28]=[CH:29][C:24]([O:23][CH:4]([C:5]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH:13]([O:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH3:14])=[CH:7][CH:6]=2)[C:3]([OH:34])=[O:2])=[CH:25][CH:26]=1)([CH3:31])([CH3:32])[CH3:33]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 131711344HCID 131711344, compound

Product 1

HCID 22761135HCID 22761135, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 6.4 g of methyl(p-tert.-butylphenoxy){p-[2-(p-chlorophenoxy)propoxy]phenyl}acetate, 4 g of potassium hydroxide, 35 ml of ethanol and 35 ml of water is refluxed for 4 hours. The mixture is acidified with concentrated HCl, cooled, diluted with water and extracted with dichloromethane. The extract is washed with saturated NaCl solution, dried (MgSO4) and the solvent removed under reduced pressure to give 5.7 g of gum. Crystallization from hexane-ether gives 4.5 g of white crystals. Recrystallization from chloroform-hexane gives the product as white crystals, mp 135°-138° C.

Workup

  1. temperatureis refluxed for 4 hours
  2. temperaturecooled
  3. extractionextracted with dichloromethane
  4. washThe extract is washed with saturated NaCl solution
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-fc50ed15552448b7b34ef5dfa805ec46
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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