Sodium Hydroxide → HCID 86746448, compound

HRID 1645796Notes

Reaction equation

HRID 1645796 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][N:6]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:7]([CH:9]([CH2:15][S:16]([C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=1)(=[O:18])=[O:17])[CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[O:8].[OH-].[Na+:35]>C(O)C>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][N:6]([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:7]([CH:9]([CH2:15][S:16]([C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=1)(=[O:17])=[O:18])[CH2:10][CH2:11][C:12]([O-:14])=[O:13])=[O:8].[Na+:35]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9956704HCID 9956704, compound

Product 1

HCID 86746448HCID 86746448, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Into a solution of (-)-4-[N-(3-methoxypropyl)-N-pentylcarbamoyl]-5-(2-naphthylsulfonyl)pentanoic acid (4.00 g) in ethanol (40 ml) was added dropwise a 1N sodium hydroxide solution (8.39 ml) with stirring at 0° C. The reaction mixture was concentrated in vacuo at 35° C., and water-ethanol (1:1, 40 ml) was added and concentrated again in vacuo to the residue. The residue was recrystallized from isopropyl ether (40 ml) to give 3.90 g of sodium (-)-4-[N-(3-methoxypropyl)-N-pentylcarbamoyl]-5-(2-naphthylsulfonyl)pentanoate as a hygroscopic amorphous solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo at 35° C.
  2. additionwater-ethanol (1:1, 40 ml) was added
  3. concentrationconcentrated again in vacuo to the residue
  4. customThe residue was recrystallized from isopropyl ether (40 ml)

Sources & evidence

ORD record
ord-2b537a6f0b104249a61c8d5b7da048ad
Source dataset
uspto-grants-1993_01
Patent number
US05177069

Reaction notes

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