Hydrochloric Acid → HCID 14346541, compound

HRID 1493749Notes

Reaction equation

HRID 1493749 reaction equation
[CH2:1]([C:3]1[C:11]2[O:10][CH2:9][O:8][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([O:16]C)=[O:15])[CH3:2].[OH-].[Na+].O.Cl>C(O)C>[CH2:1]([C:3]1[C:11]2[O:10][CH2:9][O:8][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:12][C:13]([CH3:18])([CH3:19])[C:14]([OH:16])=[O:15])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 14346540HCID 14346540, compound

Product 1

HCID 14346541HCID 14346541, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product from Stage (iii) (10 g) and 2N sodium hydroxide (50 ml) in ethanol (50 ml) was heated under reflux for 30 min. The solution was cooled, poured into water, acidified with 2N hydrochloric acid and extracted with ether. The extracts were dried and evaporated and the residue purified by FCC using hexane/ether (7:3) as eluent. The product was crystallised from hexane to give the title compound (4.2 g) as a white solid, m.p. 73°-74°.

Workup

  1. temperatureunder reflux for 30 min
  2. temperatureThe solution was cooled
  3. extractionextracted with ether
  4. customThe extracts were dried
  5. customevaporated
  6. customthe residue purified by FCC
  7. customThe product was crystallised from hexane

Sources & evidence

ORD record
ord-b9f5142e4db143c48f6f2b6076b98af7
Source dataset
uspto-grants-1991_06
Patent number
US05023378

Reaction notes

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