Hydrochloric Acid → 4-CarboxyMethyl-cyclohexanecarboxylic acid ethyl ester

HRID 1913213Notes

Reaction equation

HRID 1913213 reaction equation
C([O:5][C:6](=[O:19])[CH2:7][CH:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:10][CH2:9]1)(C)(C)C.Cl>O1CCOCC1>[CH2:17]([O:16][C:14]([CH:11]1[CH2:12][CH2:13][CH:8]([CH2:7][C:6]([OH:19])=[O:5])[CH2:9][CH2:10]1)=[O:15])[CH3:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 666136151,1-Dimethylethyl 4-(ethoxycarbonyl)cyclohexaneacetate

Product 1

HCID 158961924-CarboxyMethyl-cyclohexanecarboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a 100 mL round-bottom flask was charged ethyl 4-(2-tert-butoxy-2-oxoethyl)cyclohexanecarboxylate (Int-4b, 2.00 g, 7.40 mmol) and 4N HCl in 1,4-dioxane. The resulting solution was stirred at room temperature for 2 hours. At this point the solvent was removed in vacuo and the resulting residue was diluted with DCM and washed with H2O. The organic layer was dried over Na2SO4 and reduced in vacuo. The resulting residue was taken on without further purification.

Workup

  1. customAt this point the solvent was removed in vacuo
  2. additionthe resulting residue was diluted with DCM
  3. washwashed with H2O
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customThe resulting residue was taken on without further purification

Sources & evidence

ORD record
ord-11b5d88ef7354042b7aaa5721929ff84
Source dataset
uspto-grants-2013_12
Patent number
US08609675B2

Reaction notes

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