Hydrochloric Acid → HCID 21314614, compound

HRID 236969Notes

Reaction equation

HRID 236969 reaction equation
[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[C:6]([CH2:14]Cl)[C:5]=1[OH:16])(=[O:3])[CH3:2].[OH-:17].[K+].Cl>C(O)C.O>[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH2:11]2)=[C:6]([CH2:14][OH:17])[C:5]=1[OH:16])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 20304559HCID 20304559, compound

Product 1

HCID 21314614HCID 21314614, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Procedure

To a solution of the product of step (a) (23.8 g) in ethanol (500 ml) was added a solution of potassium hydroxide (11.2 g) in ethanol (250 ml) and water (100 ml). The resulting mixture was heated on a steam bath for 30 minutes, poured into water (2 l) and the mixture was made acid with concentrated hydrochloric acid. It was then extracted with ethyl acetate and the extracts were dried (MgSO4), filtered and the filtrate was evaporated to dryness leaving 7-acetyl-1,2,3,4-tetrahydro-6-hydroxy-5-hydroxymethylnaphthalene as an oil, 21 g (95%).

Workup

  1. temperatureThe resulting mixture was heated on a steam bath for 30 minutes
  2. extractionIt was then extracted with ethyl acetate
  3. dry with materialthe extracts were dried (MgSO4)
  4. filtrationfiltered
  5. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-51bb9b105d4045bcbbdc2995018c048f
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

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