Sodium Hydroxide → HCID 117856308, compound

HRID 509904Notes

Reaction equation

HRID 509904 reaction equation
[Cl-:1].[C:2]([O:6][C:7]([NH:9][CH:10]1[CH2:15][CH2:14][CH2:13][N+:12]([CH2:31][CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([O:40][CH2:41][C:42]([O:44]C)=[O:43])=[CH:36][CH:35]=2)([CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]([O:29]C)=[O:28])=[CH:21][CH:20]=2)[CH2:11]1)=[O:8])([CH3:5])([CH3:4])[CH3:3].[OH-].[Na+]>CO>[Cl-:1].[C:2]([O:6][C:7]([NH:9][C@H:10]1[CH2:15][CH2:14][CH2:13][N+:12]([CH2:16][CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH2:26][C:27]([OH:29])=[O:28])=[CH:23][CH:24]=2)([CH2:31][CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([O:40][CH2:41][C:42]([OH:44])=[O:43])=[CH:36][CH:35]=2)[CH2:11]1)=[O:8])([CH3:5])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 117856345HCID 117856345, compound

Product 1

HCID 117856308HCID 117856308, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-tert-Butoxycarbonylamino-1,1-bis-[3-(4-methoxycarbonylmethoxy-phenyl)-propyl]-piperidinium chloride (450 mg, 0.69 mmol) is dissolved in methanol (8 ml), 1 M sodium hydroxide solution (6 ml, 6 mmol) are added and stirred at room temperature overnight. The methanol is evaporated and the aqueous solution is acidified with 1 M HCl. The water phase is decanted from the oily product which is washed again with a small amount of water. The compound is dissolved in methanol and concentrated in vacuo. LC (method L): tR=1.12 min; Mass spectrum (ESI+): m/z=585 [M]+.

Workup

  1. customThe methanol is evaporated
  2. customThe water phase is decanted from the oily product which
  3. washis washed again with a small amount of water
  4. dissolutionThe compound is dissolved in methanol
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b5fdfde9f384cdca830c5d8cdd46a82
Source dataset
uspto-grants-2015_08
Patent number
US09096548B2

Reaction notes

Loading…