Sodium Carbonate → Phloroglucinol

HRID 1763413Notes

Reaction equation

HRID 1763413 reaction equation
C([O:3][C:4]1[CH:11]=[C:9]([OH:10])[CH:8]=[C:6]([OH:7])[CH:5]=1)C.C(=O)([O-])[O-].[Na+].[Na+]>Cl>[C:4]1([CH:11]=[C:9]([OH:10])[CH:8]=[C:6]([OH:7])[CH:5]=1)[OH:3]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 1199281,3-Benzenediol, 5-ethoxy-

Product 1

HCID 359PhloroglucinolYield 86%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2 g of phloroglucinol monoethyl ether are stirred in 100 ml of concentrated hydrochloric acid (35%) at room temperature for 2 days. The mixture is then partially neutralised (pH 2-3) with aqueous sodium carbonate solution, the precipitated sodium chloride is filtered off and the filtrate is extracted with 150 ml of ether in a Kutscher-Steudel extractor for 18 hours. The ether extract is dried over sodium sulphate and concentrated, there being obtained 1.4 g to 1.55 g (86% to 95%) of phloroglucinol which has a melting point of 209°-210° C. after recrystallisation from water.

Workup

  1. filtrationthe precipitated sodium chloride is filtered off
  2. extractionthe filtrate is extracted with 150 ml of ether in a Kutscher-Steudel extractor for 18 hours
  3. extractionThe ether extract
  4. dry with materialis dried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a2847c2953fa44bca86695e4da772b01
Source dataset
uspto-grants-1978_09
Patent number
US04112003

Reaction notes

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