Hydrochloric Acid → HCID 20497320, compound

HRID 2166914Notes

Reaction equation

HRID 2166914 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:13][C:14]([O:16]CC)=[O:15])=[CH:4][C:3]=1[C:19]([NH:21][CH2:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:20].[OH-].[K+].Cl>CO>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:4][C:3]=1[C:19]([NH:21][CH2:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[O:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 20497319HCID 20497319, compound

Product 1

HCID 20497320HCID 20497320, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

205 g (0.4 mol) of 1-hydroxy-4-ethoxycarbonylmethyloxy-N-(3-n-dodecyloxypropyl)2-naphthamide was dispersed in 600 ml of methanol at the room temperature. A solution containing 105 g of potassium hydroxide in 250 ml of methanol was added slowly with stirring, followed by stirring for 1 hour. After being neutralized by adding concentrated hydrochloric acid, the precipitated crystals were filtered off and dried to obtain 184 g (94% yield) of 1-hydroxy-4-carboxymethyloxy-N-(3-n-dodecyloxypropyl)2-naphthamide. Melting point: 150° C.

Workup

  1. additionwas added slowly
  2. stirringby stirring for 1 hour
  3. filtrationthe precipitated crystals were filtered off
  4. customdried

Sources & evidence

ORD record
ord-3a73398a3ea44a5eac4aac6f3cd290db
Source dataset
uspto-grants-1983_06
Patent number
US04390618

Reaction notes

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