Hydrogen chloride-ethyl acetate → HCID 86623027, compound

HRID 1359972Notes

Reaction equation

HRID 1359972 reaction equation
C([C:8]([NH2:12])([OH:11])[CH2:9][CH3:10])(OC(C)(C)C)=O.[OH:13][C:14]([CH:16]([C:18]1[CH:31]=[CH:30][CH:29]=[C:20]([C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:22])[CH:19]=1)[CH3:17])=[O:15].[ClH:32].C(OCC)(=O)C>>[NH2:12][CH:8]([OH:11])[CH2:9][CH3:10].[ClH:32].[OH:15][C:14]([CH:16]([C:18]1[CH:31]=[CH:30][CH:29]=[C:20]([C:21]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[O:22])[CH:19]=1)[CH3:17])=[O:13]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86623026HCID 86623026, compound2×

Product 1

HCID 86623027HCID 86623027, compound

Procedure

Under ice-cooling, 20 ml of 4 M hydrochloric acid/ethyl acetate was added to 5.330 g (12.95 mmol) of the Boc-aminopropanol-ketoprofen obtained above, followed by stirring under ice-cooling for 15 minutes and at room temperature for 2 hours. After confirming disappearance of Boc-aminopropanol-ketoprofen by TLC, the solvent was evaporated under reduced pressure, and the residue was subjected twice to decantation with diethyl ether. Thereafter, the residue was dried under reduced pressure to quantitatively give the titled substance at a yield of 4.569 g. The structure was identified by 1H-NMR (CDCl3).

Workup

  1. temperatureUnder ice-cooling
  2. customobtained above,
  3. customthe solvent was evaporated under reduced pressure
  4. customThereafter, the residue was dried under reduced pressure
  5. customto quantitatively give the titled substance at a yield of 4.569 g

Sources & evidence

ORD record
ord-cb847a8524214619aa6a6cbc36a27d35
Source dataset
uspto-grants-2011_02
Patent number
US07879817B2

Reaction notes

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