Methanol → HCID 123711379, compound

HRID 2262872Notes

Reaction equation

HRID 2262872 reaction equation
[C:1]([O:6][CH2:7][CH2:8][CH2:9][Si:10](C)(C)[O:11]C)(=[O:5])[C:2]([CH3:4])=[CH2:3].CO.[CH3:17][Si:18]([O:28][CH3:29])([O:26][CH3:27])[O:19][Si:20]([CH3:25])(OC)[O:21][CH3:22]>C(O)(=O)C>[C:1]([O:6][CH2:7][CH2:8][CH2:9][SiH2:10][O:11][Si:20]([CH3:25])([O:21][CH3:22])[O:19][Si:18]([CH3:17])([O:28][CH3:29])[O:26][CH3:27])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 3

HCID 887MethanolHCID 874961,1,3,3-Tetramethoxy-1,3-dimethyldisiloxaneHCID 30177113-[Methoxy(dimethyl)silyl]propyl 2-methylprop-2-enoate

Product 1

HCID 123711379HCID 123711379, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A flask was charged with 216 g of γ-methacryloxypropyldimethylmethoxysilane and 500 g of methanol. Under a nitrogen stream, the flask was cooled to 5° C., to which 18.0 g of 0.2N acetic acid was added dropwise over 15 minutes while the liquid temperature was maintained below 10° C. After the completion of dropwise addition, stirring continued for one hour at room temperature. Then, 2260 g of 1,3-dimethyl-1,1,3,3-tetramethoxydisiloxane was added. Stirring continued for 2 hours at room temperature and for a further 8 hours at 60° C. The methanol and volatile matter were removed from the reaction solution by heating in vacuum, obtaining 1-(γ-methacryloxypropyl)-3,5-dimethyl-3,5,5-trimethoxytrisiloxane (M-2) in a yield of 82%.

Workup

  1. additionwas added dropwise over 15 minutes while the liquid temperature
  2. temperaturewas maintained below 10° C
  3. additionAfter the completion of dropwise addition
  4. stirringStirring
  5. waitcontinued for 2 hours at room temperature and for a further 8 hours at 60° C
  6. customThe methanol and volatile matter were removed from the reaction solution
  7. temperatureby heating in vacuum

Sources & evidence

ORD record
ord-e1453f226d19454286f5ba23379e75c4
Source dataset
uspto-grants-2010_12
Patent number
US07851547B2

Reaction notes

Loading…