Sodium Hydroxide → 1,6-Naphthalenediol, 2,5-bis((cyclohexylamino)methyl)-

HRID 1650141Notes

Reaction equation

HRID 1650141 reaction equation
Cl.Cl.[OH:3][C:4]1[C:13]2[C:8](=[C:9]([CH2:15][NH:16][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:10]([OH:14])=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[CH2:23][NH:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.[OH-].[Na+]>O>[OH:3][C:4]1[C:13]2[C:8](=[C:9]([CH2:15][NH:16][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[C:10]([OH:14])=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[CH2:23][NH:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23052255HCID 23052255, compound

Product 1

HCID 253161,6-Naphthalenediol, 2,5-bis((cyclohexylamino)methyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 1,6-dihydroxy-2,5-bis- (cyclohexylaminomethyl)-naphthalene dihydrochloride (prepared by modification of the process set forth in U.S. Pat. No. 3,009,912) (5.0 g, 0.011 mol) in water (200 ml) was added 0.1 N sodium hydroxide (220 ml, 0.022 mol). The solid that separated out was collected by filtration, washed with water, and dried in vacuo; yield 4.0 g (95%). The 200 MHz NMR spectrum in chloroform-d was in accord with the desired structure. Mass spectrum(fast atom bombardment): m/z 383 (M+H).

Workup

  1. customThe solid that separated out
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-21ba446064574f3ca6a5c734f3907930
Source dataset
uspto-grants-1990_05
Patent number
US04923852

Reaction notes

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