Diethyl Ether → HCID 66964722, compound

HRID 1359980Notes

Reaction equation

HRID 1359980 reaction equation
C([C:8]([NH2:12])([OH:11])[CH2:9][CH3:10])(OC(C)(C)C)=O.[C:13]([O:16][C:17]1[C:18](=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:19]([OH:21])=[O:20])(=[O:15])[CH3:14].[ClH:26].C(OCC)(=O)C.C(OCC)C>ClCCl>[NH2:12][CH:8]([OH:11])[CH2:9][CH3:10].[ClH:26].[C:13]([O:16][C:17]1[C:18](=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:19]([OH:21])=[O:20])(=[O:15])[CH3:14]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 66965415HCID 66965415, compound2×

Product 1

HCID 66964722HCID 66964722, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The Boc-aminopropanol-acetylsalicylic acid obtained above (0.814 mmol) was dissolved in dichloromethane (1 ml), and 4 N hydrochloric acid/ethyl acetate (3 ml) was added thereto under ice-cooling, followed by stirring for 2 hours. After confirming disappearance of Boc-aminopropanol-acetylsalicylic acid by TLC, diethyl ether was added thereto. The thus formed precipitate was centrifuged, and the supernatant was subjected to decantation. The thus obtained precipitate was dried under reduced pressure to give 213.9 mg (yield 96%) of the titled compound. The structure was identified by 1H-NMR (CDCl3).

Workup

  1. temperatureunder ice-cooling
  2. additionwas added
  3. customThe thus obtained precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-2a4c6c8bd220429398f0f4a7be1e9b81
Source dataset
uspto-grants-2011_02
Patent number
US07879817B2

Reaction notes

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