Hydrochloric Acid → HCID 131720759, compound

HRID 1419443Notes

Reaction equation

HRID 1419443 reaction equation
[C:1]([CH:6]([OH:24])[C:7]([CH2:22][OH:23])([CH2:20][OH:21])[C:8]([C:15](=[O:19])[C:16]([CH3:18])=[CH2:17])([C:10](=[O:14])[C:11]([CH3:13])=[CH2:12])[OH:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[N+:25]([C:28]1[CH:36]=[CH:35][C:31]([C:32]([O-:34])=[O:33])=[CH:30][CH:29]=1)([O-])=O.O1CCCC1.Cl.C(=O)([O-])[O-].[Na+].[Na+]>O>[C:1]([CH:6]([OH:24])[C:7]([CH2:22][OH:23])([CH2:20][OH:21])[C:8]([C:10](=[O:14])[C:11]([CH3:13])=[CH2:12])([C:15](=[O:19])[C:16]([CH3:18])=[CH2:17])[OH:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[NH2:25][C:28]1[CH:36]=[CH:35][C:31]([C:32]([O-:34])=[O:33])=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 131720761HCID 131720761, compound

Product 1

HCID 131720759HCID 131720759, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reactor was charged with 15.1 g of tris(methacryloyl)pentaerythritol p-nitrobenzoate, 35.1 g of stannous chloride and 150 ml of tetrahydrofuran. While stirring the contents and chilling with ice water, hydrogen chloride gas was introduced therein. After a reaction was conducted for 1 hour while chilling ice water and subsequently for 1 hour at room temperature, water and sodium carbonate were added to the liquid reaction mixture to weakly alkalify it. The liquid reaction mixture was subjected to extraction with chloroform. Chloroform was distilled out of the chloroform layer under reduced pressure, and the residue was then purified by column chromatography, thereby obtaining 13.8 g (yield: 92.3%) of tris(methacryloyl)pentaerythritol p-aminobenzoate.

Workup

  1. additionwas introduced
  2. waitsubsequently for 1 hour at room temperature
  3. customThe liquid reaction mixture
  4. extractionwas subjected to extraction with chloroform
  5. distillationChloroform was distilled out of the chloroform layer under reduced pressure
  6. customthe residue was then purified by column chromatography

Sources & evidence

ORD record
ord-6d820c08417c49b3adaadbb9adddc1eb
Source dataset
uspto-grants-1999_03
Patent number
US05886136

Reaction notes

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