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Hydrochloric Acid → Methyl 1-phenylcycloheptanecarboxylate

HRID 2192296
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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. dissolution
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
the residue was dissolved in ether (100 mL) which
  • washwas washed with water (100 mL), saturated sodium bicarbonate (50 mL) and water (100 mL)
  • dry with materialdried (MgSO4)
  • customevaporated
  • Sources & evidence

    ORD record
    ord-a446091158ed48bea5ddf838da65ce89
    Source dataset
    uspto-grants-2012_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08329729B2

    Reaction notes

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