Phenothiazine → HCID 90386679, compound

HRID 713173Notes

Reaction equation

HRID 713173 reaction equation
[OH-:1].[Na+].[OH:3]O.C([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(C)C.[CH:14]1[C:27]2NC3C(=CC=CC=3)SC=2C=C[CH:15]=1.[C:28](Cl)(=[O:31])[CH:29]=[CH2:30]>CC(C)=O>[C:28]([OH:31])(=[O:1])[CH:29]=[CH2:30].[CH:14]([O:1][O:3][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:27])[CH3:15]

Participants

6

Reactant 4

HCID 7108Phenothiazine2×HCID 13140Acryloyl chlorideHCID 14798Sodium HydroxideHCID 21225480HCID 21225480, compound

Product 1

HCID 90386679HCID 90386679, compoundYield 79.73%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

Drop 100 mL of NaOH solution at a mass percentage of 10% into isopropylbenzene hydrogen peroxide (29.9924 g, 0.2 mol) solution dissolved in acetone (20 mL) and added with phenothiazine (0.0198 g, 0.2 mmol), and control the temperature at 0˜15° C. After completedly adding, let it react for 40 min to generate a sodium isopropylbenzene peroxide solution. Then drop the acryloyl chloride (36.1094 g, 0.4 mol) solution dissolved in acetone (20 mL) and added with phenothiazine (0.0195 g, 0.01 mmol), control the temperature at 0˜10° C., and let it react for 3 h after completion of addition. Then extract it with petroleum ether, and wash it with distilled water until a transparent phase is obtained, separate the oil phase and add anhydrous Na2SO4 to dry it, and distill it at reduced pressure to obtain the product isopropylphenyl peroxide acrylate, with a total yield of 79.73% at a purity of 99.02%.

Workup

  1. customat 0˜15° C
  2. additionAfter completedly adding
  3. customreact for 40 min
  4. customat 0˜10° C.
  5. customreact for 3 h
  6. additionafter completion of addition
  7. extractionThen extract it with petroleum ether
  8. washwash it with distilled water until a transparent phase
  9. customis obtained
  10. customseparate the oil phase
  11. additionadd anhydrous Na2SO4
  12. customto dry it
  13. distillationdistill it at reduced pressure

Sources & evidence

ORD record
ord-b5cb436bc95d4703a39d6990d0851ac7
Source dataset
uspto-grants-2015_11
Patent number
US09181374B2

Reaction notes

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