Hexane → HCID 86623047, compound

HRID 1359995Notes

Reaction equation

HRID 1359995 reaction equation
[C:1]([C:8]([NH2:15])(O)[CH2:9]CCCO)(OC(C)(C)C)=[O:2].[OH:16][C:17]([CH:19]([C:21]1[CH:34]=[CH:33][CH:32]=[C:23]([C:24]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:25])[CH:22]=1)[CH3:20])=[O:18].[ClH:35].C([O:39][CH2:40][CH3:41])(=O)C.CCCCCC>ClCCl>[NH2:15][CH:8]([CH2:9][CH2:41][CH2:40][OH:39])[CH2:1][OH:2].[ClH:35].[OH:18][C:17]([CH:19]([C:21]1[CH:34]=[CH:33][CH:32]=[C:23]([C:24]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[O:25])[CH:22]=1)[CH3:20])=[O:16]

Participants

5

Reactant 3

HCID 8058HexaneHCID 21866389Hydrogen chloride-ethyl acetateHCID 86623049HCID 86623049, compound

Product 1

HCID 86623047HCID 86623047, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The Boc-amino-1,5-pentanediol-ketoprofen (1.95 mmol) obtained above was dissolved in dichloromethane (1 ml), and 4 N hydrochloric acid/ethyl acetate (4 ml) was added thereto under ice-cooling, followed by stirring for 3 hours while gradually returning to room temperature. Hexane was added to the reaction solution, and the thus formed white precipitate was centrifuged. The thus obtained precipitate was dried under reduced pressure to give the titled compound (1.20 g, yield 98%). The structure was identified by 1H-NMR (CDCl3).

Workup

  1. temperatureunder ice-cooling
  2. customwhile gradually returning to room temperature
  3. customThe thus obtained precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-4f42abf7448647efb8659797fcca3e02
Source dataset
uspto-grants-2011_02
Patent number
US07879817B2

Reaction notes

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