Sodium Hydroxide → HCID 68906004, compound

HRID 1788336Notes

Reaction equation

HRID 1788336 reaction equation
[CH3:1][NH2:2].Cl.O[C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15](=[O:27])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:11]=2)[CH:6]=1.[OH-].[Na+]>O>[C:15]([C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[CH:6]=[C:5]([NH:2][CH3:1])[CH:14]=[CH:13]2)(=[O:27])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 6364545Methylamine hydrochlorideHCID 68907241HCID 68907241, compound

Product 1

HCID 68906004HCID 68906004, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

MeNH2.HCl (11.0 g, 0.13 mol) was added to a mixture of 2-hydroxy-6-dodecanoylnaphthalene (8.0 g, 25 mmol), Na2S2O5 (12 g, 61 mmol), NaOH (5.2 g, 0.13 mol) and water (100 ml) in a high-pressure tube. The resulting mixture was stirred at 140° C. for 48 hours, followed by filtration to collect a solid. The solid was sufficiently washed with water and recrystallized from CH2Cl2-EtOH to give the title compound (5.6 g, yield: 67%).

Workup

  1. filtrationfollowed by filtration
  2. customto collect a solid
  3. washThe solid was sufficiently washed with water
  4. customrecrystallized from CH2Cl2-EtOH

Sources & evidence

ORD record
ord-fb29c5481180486292375ef17481b9f6
Source dataset
uspto-grants-2009_03
Patent number
US07511167B2

Reaction notes

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