Methyl Acrylate → HCID 2054793, compound

HRID 1461209Notes

Reaction equation

HRID 1461209 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[OH-].[Na+].P([O-])(O)(O)=O.[Na+].[C:22]([O:26][CH3:27])(=[O:25])[CH:23]=[CH2:24]>O1CCCC1>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([S:11]([CH2:24][CH2:23][C:22]([O:26][CH3:27])=[O:25])(=[O:13])=[O:12])=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 7294Methyl AcrylateHCID 14798Sodium HydroxideHCID 4121504-(Acetylamino)benzenesulfinic acidHCID 23672064Monosodium phosphate

Product 1

HCID 2054793HCID 2054793, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

To a stirred solution of 23° C. of 4-acetamidobenzenesulfinic acid (57.8 g., 290 mmol), sodium hydroxide (11.6 g, 290 mmol), and sodium dihydrogen phosphate (40.0 g, 290 mmol) was added a solution of methyl acrylate (31.2 g, 362 mmol) in 50 mL of tetrahydrofuran. The reaction vessel was stirred at 23° C. for 18 hours, and the resulting white precipitate was filtered and washed with water. The product was air dried, then recrystallized from 2-butanone to produce 59.4 g (71%) of a white powder, mp 156°-158° C.

Workup

  1. filtrationthe resulting white precipitate was filtered
  2. washwashed with water
  3. customdried
  4. customrecrystallized from 2-butanone

Sources & evidence

ORD record
ord-939ae4f2faff429ebf6c9fe9a9c1454a
Source dataset
uspto-grants-1991_12
Patent number
US05075043

Reaction notes

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