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

HRID 330039Notes

Reaction equation

HRID 330039 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 0.1N 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-3b819d65e4ad4d1b894935211de9b783
Source dataset
uspto-grants-1990_01
Patent number
US04894392

Reaction notes

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