Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester → Acrolein

HRID 1288626Notes

Reaction equation

HRID 1288626 reaction equation
[CH3:1][C:2]([O:4][CH2:5][C:6]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([CH2:20][O:21][C:22]([CH3:24])=[O:23])=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2)=[O:3]>C(O)(=O)C>[CH:5]([CH:6]=[CH2:7])=[O:4].[CH3:24][C:22]([O:21][CH2:20][C:13]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:5][O:4][C:2]([CH3:1])=[O:3])=[C:19]2[C:14]=1[CH:15]=[CH:16][CH:17]=[CH:18]2)=[O:23]

Participants

4

Reactant 1

HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester

Product 2

HCID 7847AcroleinHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Another embodiment of the invention utilizing the same amine groups in similar manner is the addition of one or more amine of Group A to a CAA having a high (>2,000 ppm) level of acetic acid. This high acetic acid-containing CAA feed stream may be fed to an acetic add distillation column, that is, a distillation column used for effectively reducing, by its distillation, acetic acid from the CAA. Distillation of the Group A-treated CAA yields a low acrolein (also now low acetic add) CAA. (The Group A amine can be fed to the acetic acid removal column as a separate stream as the high acetic acid CAA is fed to the column.) Subsequently, the low acrolein CAA is fed to a final distillation column, i.e., a high purity acrylic acid distillation column, where the final distillation steps, previously described, are carried out.

Workup

  1. additionadd
  2. distillationdistillation column
  3. distillationa distillation column
  4. distillationfor effectively reducing, by its distillation, acetic acid from the CAA
  5. distillationDistillation of the Group
  6. additionA-treated CAA

Sources & evidence

ORD record
ord-7e740a55812f4c5ea46d2cbd9fad1134
Source dataset
uspto-grants-1998_05
Patent number
US05746892

Reaction notes

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