Hydrochloric Acid → HCID 58345561, compound

HRID 2381244Notes

Reaction equation

HRID 2381244 reaction equation
[C:1]([C:9]1[CH:19]=[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:17]([O:28][CH3:29])=[CH:16][C:10]=1[C:11]([O:13]CC)=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C(O)C.Cl>C(OCC)(=O)C>[C:1]([C:9]1[CH:19]=[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:17]([O:28][CH3:29])=[CH:16][C:10]=1[C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 58345539HCID 58345539, compound

Product 1

HCID 58345561HCID 58345561, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of ethyl 2-benzoyl-4-benzyloxy-5-methoxy-benzoate (reference example 11-1) (947 mg), a 2 mol/L aqueous solution of sodium hydroxide (3.64 mL) and ethanol (12 mL) was stirred at 70° C. for 3 hours. Ethyl acetate and 2 mol/L hydrochloric acid were added to the mixture. The separated organic layer was washed with water and brine successively, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (0.87 g).

Workup

  1. washThe separated organic layer was washed with water and brine successively
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5c6c77aa3c2e43adbbeb1b61bfb9cd3e
Source dataset
uspto-grants-2012_09
Patent number
US08258162B2

Reaction notes

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