Chlorotrimethylsilane → HCID 86667393, compound

HRID 2275981Notes

Reaction equation

HRID 2275981 reaction equation
[OH:1][CH:2]([CH3:9])[C:3]([O:5][CH2:6][CH:7]=[CH2:8])=[O:4].C(N(CC)CC)C.[CH3:17][Si:18](Cl)([CH3:20])[CH3:19]>C1(C)C=CC=CC=1>[CH3:17][Si:18]([CH3:20])([CH3:19])[O:1][CH:2]([CH3:9])[C:3]([O:5][CH2:6][CH:7]=[CH2:8])=[O:4]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 953162-Propen-1-yl 2-hydroxypropanoate

Product 1

HCID 86667393HCID 86667393, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7.69 g (60 mmol) of 2-propenyl 2-hydroxypropionate and 7.29 g (72 mmol) of triethylamine were dissolved in 130 ml of toluene, and 7.17 g (66 mmol) of trimethylsilyl chloride was dropwise added thereto at 5 to 10° C., taking 10 minutes. This was reacted at room temperature for 4 hours, the reaction liquid was washed twice with water, and the organic layer was separated and concentrated. The concentrate was purified through reduced pressure distillation to give 6.24 g (yield 52%) of 2-propenyl 2-(trimethylsilyloxy)propionate.

Workup

  1. customThis was reacted at room temperature for 4 hours
  2. customthe reaction liquid
  3. washwas washed twice with water
  4. customthe organic layer was separated
  5. concentrationconcentrated
  6. distillationThe concentrate was purified through reduced pressure distillation

Sources & evidence

ORD record
ord-c86ea4fc6d9942d1b4d90ff1f082bf54
Source dataset
uspto-grants-2015_09
Patent number
US09130244B2

Reaction notes

Loading…