Hydrochloric Acid → HCID 22761133, compound

HRID 1704107Notes

Reaction equation

HRID 1704107 reaction equation
[OH-].[K+].C[O:4][C:5](=[O:35])[CH:6]([O:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[CH2:31][CH2:30][CH2:29]2)[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:9][CH:8]=1.CO.Cl>O>[CH2:31]1[C:32]2[C:28](=[CH:27][C:26]([O:25][CH:6]([C:7]3[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]4[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=4)=[CH:9][CH:8]=3)[C:5]([OH:35])=[O:4])=[CH:34][CH:33]=2)[CH2:29][CH2:30]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 86736160HCID 86736160, compound

Product 1

HCID 22761133HCID 22761133, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g of potassium hydroxide, 7.0 g of methyl(5-indanyloxy){p-[3-(p-chlorophenoxy)propoxy]phenyl}acetate, 5 ml of methanol and 50 ml of water is refluxed for 4 hours. The mixture is acidified with concentrated HCl, chilled and the aqueous layer decanted from the gum which separated. The gum is washed with water, dissolved in chloroform and the solution dried (MgSO4). The solvent is removed under reduced pressure to give 6.8 g of gum. The gum is crystallized from petroleum ether containing a small amount of ether to give 5.4 g of off-white crystals. Recrystallization from chloroform-hexane gives white crystals, mp 104°-108° C.

Workup

  1. temperatureis refluxed for 4 hours
  2. temperaturechilled
  3. customthe aqueous layer decanted from the gum which
  4. customseparated
  5. washThe gum is washed with water
  6. dissolutiondissolved in chloroform
  7. dry with materialthe solution dried (MgSO4)
  8. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-1e5a0b8fa9ef4860b32dcfb15e4317b4
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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