Methyl Methacrylate → Propanoic acid, 3-(dodecylthio)-2-methyl-, methyl ester

HRID 1460134Notes

Reaction equation

HRID 1460134 reaction equation
[CH2:1]([SH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[K+].[CH3:16][O:17][C:18](=[O:22])[C:19]([CH3:21])=[CH2:20]>>[CH2:1]([S:13][CH2:20][CH:19]([CH3:21])[C:18]([O:17][CH3:16])=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 3

HCID 6658Methyl MethacrylateHCID 81951-DodecanethiolHCID 14797Potassium Hydroxide

Product 1

HCID 86070Propanoic acid, 3-(dodecylthio)-2-methyl-, methyl ester

Conditions

Temperature
122 °C

Procedure

Into the same type equipment used in Example 1 202 grams of 98% 1-dodecanthiol was added to 1.0 grams of KOH and 112 grams methylmethacrylate with stirring over a 10 minute period. The reaction mixture went from 70° C. to 98° C. The reaction mixture was stirred an extra hour at 98° C. to 93° C. and slowly heated up to 122° C. over a 5 hour period. The reaction mixture was stripped at 125° C. and 20 mm pressure. GC analysis indicated a purity of 93.2% product. 300 grams filtered product was obtained.

Workup

  1. customwent from 70° C. to 98° C
  2. stirringThe reaction mixture was stirred an extra hour at 98° C. to 93° C.
  3. customwas stripped at 125° C.
  4. filtration300 grams filtered product
  5. customwas obtained

Sources & evidence

ORD record
ord-f39629cf464344c194c4a476bd7f142b
Source dataset
uspto-grants-1991_12
Patent number
US05069819

Reaction notes

Loading…