Hydrochloric Acid → HCID 19880183, compound

HRID 1885261Notes

Reaction equation

HRID 1885261 reaction equation
C([O:3][C:4](=[O:32])[C:5]1[C:10]([Cl:11])=[CH:9][C:8]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[C:7]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[CH:6]=1)C.O1CCCC1.[OH-].[Na+].Cl>C(O)C>[Cl:11][C:10]1[C:5]([C:4]([OH:32])=[O:3])=[CH:6][C:7]([O:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=2)=[C:8]([O:12][CH2:13][C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 54210320HCID 54210320, compound

Product 1

HCID 19880183HCID 19880183, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6-chloro-3,4-bis(p-methoxybenzyloxy)benzoic acid ethyl ester (110 g: 240 mMol.) in a mixture of ethanol (800 ml), pg,64 tetrahydrofuran (150 ml), and aqueous 2N -sodium hydroxide (264 ml: 2.2 Eq.) is heated at 70° C. for 2 hours. The reaction mixture is cooled and acidified with hydrochloric acid. The resulting precipitate is collected by filtration and washed with ethanol and water to give 6-chloro-3,4-bis(p-methoxybenzyloxy)benzoic acid (94 g). Yield: 99%.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with ethanol and water

Sources & evidence

ORD record
ord-6416992f1e2844f6a2e94b189d235332
Source dataset
uspto-grants-1992_09
Patent number
US05143910

Reaction notes

Loading…