Hydrochloric Acid → HCID 67170485, compound

HRID 1475693Notes

Reaction equation

HRID 1475693 reaction equation
[CH3:1][O:2][C:3]([C:5]1([NH:12][C:13](=[O:26])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22]C(=O)C)[CH:15]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].C(=O)([O-])[O-].[K+].[K+].Cl>CO>[CH3:1][O:2][C:3]([C:5]1([NH:12][C:13](=[O:26])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([OH:22])[CH:15]=2)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1)=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 866725641-(3-Acetoxy-4-methoxy-benzoylamino)-Cycloheptanecarboxylic Acid Methyl Ester

Product 1

HCID 67170485HCID 67170485, compoundYield 72.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound of step 1 (10.6 g, 29.4 mmol) was dissolved in methanol (100 ml), potassium carbonate (812 mg, 5.88 mmol) was added and the mixture was stirred overnight at room temperature. An excess of 2 N hydrochloric acid was added, the methanol was evaporated in vacuo and the residue partitioned between EA and water. The aqueous phase was extracted with EA, the combined organic phases were dried over sodium sulfate and evaporated to dryness to give the title compound (6.81 g).

Workup

  1. customthe methanol was evaporated in vacuo
  2. customthe residue partitioned between EA and water
  3. extractionThe aqueous phase was extracted with EA
  4. dry with materialthe combined organic phases were dried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-936a78f353bd4dae8f3da64994faea6f
Source dataset
uspto-grants-2015_04
Patent number
US09018383B2

Reaction notes

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