Water → HCID 178450604, compound

HRID 894376Notes

Reaction equation

HRID 894376 reaction equation
[C:1]12[C:14](=[O:15])[O:13][C:11](=[O:12])[C:2]=1[CH2:3][CH2:4][C:5]1[C:10]2=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:16][C:17]([CH3:22])([CH2:20][NH2:21])[CH2:18][OH:19].O>C1(C)C=CC=CC=1>[OH:19][CH2:18][C:17]([CH3:22])([CH3:16])[CH2:20][N:21]=[C:14]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]=1[C:11]([OH:13])=[O:12])[OH:15]

Participants

5

Reactant 3

HCID 962WaterHCID 1173261-Propanol, 3-amino-2,2-dimethyl-HCID 1422143,4-Dihydro-1,2-naphthalenedicarboxylic anhydride

Product 1

HCID 178450604HCID 178450604, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20.0 g (0.1 mol) of 3,4-dihydronaphthalene-1,2-dicarboxylic acid anhydride and 10.3 g (0.1 mol) of 2,2-dimethyl-3-aminopropanol are dissolved in 60 ml of toluene and the solution is refluxed for 2 hours, the water formed being separated off by means of a water separator. After the reaction has ended, the reaction mixture is concentrated to dryness in vacuo at 60° C. The residue is recrystallised from ethanol. This yields 25.1 g (87.9% of theory) of N-(3'-hydroxy-2',2'-dimethylpropyl)-3,4-dihydronaphthalene-1,2-dicarboxylic acid imide.

Workup

  1. temperaturethe solution is refluxed for 2 hours
  2. custombeing separated off by means of a water separator
  3. concentrationthe reaction mixture is concentrated to dryness in vacuo at 60° C
  4. customThe residue is recrystallised from ethanol

Sources & evidence

ORD record
ord-bd53d20ac4124b15ba524f5c1f35488e
Source dataset
uspto-grants-1981_08
Patent number
US04283509

Reaction notes

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