Acetic Acid → Ethyl 7-oxoazepane-4-carboxylate

HRID 1620632Notes

Reaction equation

HRID 1620632 reaction equation
CC1C=CC(S(O[N:12]=[C:13]2[CH2:18][CH2:17][CH:16]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:15][CH2:14]2)(=O)=O)=CC=1.C(O)(=[O:26])C>>[O:26]=[C:13]1[NH:12][CH2:18][CH2:17][CH:16]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 86678799HCID 86678799, compound

Product 1

HCID 23093698Ethyl 7-oxoazepane-4-carboxylate

Procedure

A solution of ethyl 4-({[(4-methylphenyl)sulfonyl]oxy}imino)cyclohexanecarboxylate (22.0 g) in acetic acid (150 mL) was stirred at room temperature for 1 hr, and the reaction mixture was concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (8.62 g).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionSaturated aqueous sodium hydrogen carbonate solution was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-122a78bcfdf346cc8c7bbee725f408eb
Source dataset
uspto-grants-2014_07
Patent number
US08772277B2

Reaction notes

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