Hydrochloric Acid → HCID 11073910, compound

HRID 1610258Notes

Reaction equation

HRID 1610258 reaction equation
[CH3:1][C:2]1(C(OC)=O)[CH2:8][CH2:7][CH2:6][C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[C:3]1=[O:13].Cl>C(O)(=O)C>[CH3:1][CH:2]1[CH2:8][CH2:7][CH2:6][C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[C:3]1=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22261508HCID 22261508, compound

Product 1

HCID 11073910HCID 11073910, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of methyl 6-methyl-5-oxo-6,7,8,9-tetrahydro-5H-benzo[a]cycloheptene-6-carboxylate (35.13 g, 151.2 mmol) and conc. hydrochloric acid (50 ml) in acetic acid (100 ml) was stirred overnight at 110° C. The reaction solution was concentrated, diluted with water and extracted twice with ethyl acetate. The collected organic layer was dried over anhydrous magnesium sulfate and the solvent 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. concentrationThe reaction solution was concentrated
  2. additiondiluted with water
  3. extractionextracted twice with ethyl acetate
  4. dry with materialThe collected organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1)
  7. customto give the objective substance

Sources & evidence

ORD record
ord-50c47734e956400091ec085f2b224a40
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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