Diethyl Ether → HCID 86623040, compound

HRID 1360000Notes

Reaction equation

HRID 1360000 reaction equation
C([C:8]([NH2:12])([OH:11])[CH2:9][CH3:10])(OC(C)(C)C)=O.[CH:13]1[CH:14]=[CH:15][C:16]([NH:23][C:24]2[C:25]([Cl:31])=[CH:26][CH:27]=[CH:28][C:29]=2[Cl:30])=[C:17]([CH2:19][C:20]([OH:22])=[O:21])[CH:18]=1.[ClH:32].C(OCC)(=O)C.C(OCC)C>ClCCl>[NH2:12][CH:8]([OH:11])[CH2:9][CH3:10].[CH:13]1[CH:14]=[CH:15][C:16]([NH:23][C:24]2[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:31])=[C:17]([CH2:19][C:20]([OH:22])=[O:21])[CH:18]=1.[ClH:32]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21866389Hydrogen chloride-ethyl acetateHCID 86623039HCID 86623039, compound

Product 1

HCID 86623040HCID 86623040, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 2 ml of dichloromethane, 1019 mg (2.25 mmol) of the Boc-aminopropanol-diclofenac obtained above was dissolved, and 8 ml of 4 M hydrochloric acid/ethyl acetate was added thereto under ice-cooling, followed by stirring for 3 hours. 150 ml of diethyl ether was added thereto for precipitation, and the precipitate was dried under reduced pressure to give 791 mg (90%) of the titled compound. The structure was identified by 1H-NMR.

Workup

  1. dissolutionabove was dissolved
  2. temperatureunder ice-cooling
  3. customfor precipitation
  4. customthe precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-0e43cbf7319542039665680f02179305
Source dataset
uspto-grants-2011_02
Patent number
US07879817B2

Reaction notes

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