Hydrochloric Acid → HCID 22261514, compound

HRID 1610252Notes

Reaction equation

HRID 1610252 reaction equation
O[CH:2]1[C:11]2[C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1.Cl>CO>[C:10]1([C:12]([O:14][CH3:15])=[O:13])[C:11]2[CH:2]=[CH:3][CH2:4][CH2:5][C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22262156HCID 22262156, compound

Product 1

HCID 22261514HCID 22261514, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 8-hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylate (see Tetrahedron, 53, 15969-15982; (1990)) (5.029 g, 32.63 mmol) was heated under reflux in a solution (80 ml) of 10% hydrogen chloride in methanol overnight. The solvent of the reaction solution was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1) to give the objective substance.

Workup

  1. customThe solvent of the reaction solution was evaporated under reduced pressure
  2. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1)
  3. customto give the objective substance

Sources & evidence

ORD record
ord-b68b2ce387a0430095b24993f26a5508
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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