Sulfuric Acid → HCID 20518072, compound

HRID 2198680Notes

Reaction equation

HRID 2198680 reaction equation
[CH3:1][C:2]1([CH3:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]([CH2:14][CH3:15])[N:4]=[CH:3]1.S(=O)(=O)(O)[OH:18].[OH-:22].[Na+]>O>[NH2:4][CH:5]([CH2:14][CH3:15])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:2]([CH3:1])([CH3:16])[C:3]([OH:18])=[O:22]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 20436102HCID 20436102, compound

Product 1

HCID 20518072HCID 20518072, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

With stirring, 975 g (4.37 moles) of 3,3-dimethyl-12-ethyl-1-azacyclododecene are added dropwise in the course of about 35 minutes to a solution of 450 g (4.6 moles) of sulfuric acid in 600 g of water. The clear, slightly yellowish solution is then treated with steam for 20 minutes in order to remove any aldehyde impurities. The aqueous solution is subsequently stirred in an autoclave for 3 hours at 50° C. under an oxygen pressure of 20 bar. The acid reaction mixture is neutralised with sodium hydroxide solution, affording 820 g (3.2 moles) of 11-amino-2,2-dimethyltridecanoic acid, corresponding to a yield of 73% of theory. Melting point: 164°-165° C.

Workup

  1. additionThe clear, slightly yellowish solution is then treated with steam for 20 minutes in order
  2. customto remove any aldehyde impurities
  3. stirringThe aqueous solution is subsequently stirred in an autoclave for 3 hours at 50° C. under an oxygen pressure of 20 bar
  4. customThe acid reaction mixture

Sources & evidence

ORD record
ord-624b69b58b494a8ead08537aa7a08009
Source dataset
uspto-grants-1982_11
Patent number
US04359418

Reaction notes

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