Hydrochloric Acid → Methyl 1-phenylcycloheptanecarboxylate

HRID 2192296Notes

Reaction equation

HRID 2192296 reaction equation
[C:1]1([C:7]2([C:14]([OH:16])=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:18]O>>[CH3:18][O:15][C:14]([C:7]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 289377231-Phenylcycloheptane-1-carboxylic acid

Product 1

HCID 59179615Methyl 1-phenylcycloheptanecarboxylate

Procedure

1-Phenyl-cycloheptanecarboxylic acid (Example 1c) (4.15 g) was refluxed in methanol (150 mL) and concentrated hydrochloric acid (5 mL) for 24 hours. The solvent was evaporated and the residue was dissolved in ether (100 mL) which was washed with water (100 mL), saturated sodium bicarbonate (50 mL) and water (100 mL), dried (MgSO4) and evaporated to afford the sub-titled compound (3.5 g) as an oil.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in ether (100 mL) which
  3. washwas washed with water (100 mL), saturated sodium bicarbonate (50 mL) and water (100 mL)
  4. dry with materialdried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-a446091158ed48bea5ddf838da65ce89
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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