Acetic Acid → HCID 15582850, compound

HRID 485201Notes

Reaction equation

HRID 485201 reaction equation
[CH:1]12[C:10](=[O:11])[O:9][C:7](=O)[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[Br:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][C:14]=1[O:20][CH:21]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:22].C(O)(=O)C>O>[Br:12][C:13]1[CH:19]=[CH:18][C:16]([N:17]2[C:10](=[O:11])[C:1]3[CH2:6][CH2:5][CH2:4][CH2:3][C:2]=3[C:7]2=[O:9])=[CH:15][C:14]=1[O:20][CH:21]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH3:22]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 85689Hexahydrophthalic anhydrideHCID 15582849HCID 15582849, compound

Product 1

HCID 15582850HCID 15582850, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.88 g. of 1.52 g. of cyclohexane-1,2-dicarboxylic anhydride 2.88 g. of 4-bromo-3-(1-ethoxycarbonylethyloxy)aniline (nD25 =1.5590) and 10 ml. of acetic acid was refluxed with stirring for 2 hours and the reaction mixture was cooled to room temperature and water was added. The precipitate was separated by a filtration and was recrystallized from a mixture of benzene-cyclohexane to obtain 3.89 g. of Compound No. 18 shown in Table 1.

Workup

  1. additionA mixture of 2.88 g
  2. customThe precipitate was separated by a filtration
  3. customwas recrystallized from a mixture of benzene-cyclohexane
  4. customto obtain 3.89 g

Sources & evidence

ORD record
ord-2afdfcc1a5d44e37aa10adc59fcffcdb
Source dataset
uspto-grants-1985_08
Patent number
US04536209

Reaction notes

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