Dichloromethane → 2,2-dimethyl-1,3-bis[(trimethylsilyl)oxy]propane

HRID 2252530Notes

Reaction equation

HRID 2252530 reaction equation
[CH3:1][C:2]([CH3:7])([CH2:5][OH:6])[CH2:3][OH:4].ClCCl.[CH3:11][Si:12](Cl)([CH3:14])[CH3:13]>C(N(CC)CC)C>[CH3:1][C:2]([CH3:7])([CH2:5][O:6][Si:12]([CH3:14])([CH3:13])[CH3:11])[CH2:3][O:4][Si:12]([CH3:14])([CH3:13])[CH3:11]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6397ChlorotrimethylsilaneHCID 31344Neopentyl glycol

Product 1

HCID 117470072,2-dimethyl-1,3-bis[(trimethylsilyl)oxy]propane

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

0.6 g of 2,2-dimethyl-1,3-propandiol was admixed with 20 ml of dichloromethane. The mixture was cooled in ice-water bath, thereto was added 2.09 ml of triethyl amine, followed by the addition of 1.76 ml of trimethylsilyl chloride. The mixture was stirred in ice-water bath for further 2 hours. The reaction mixture was washed with water, and the organic layer separated was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated to give 1.23 g of concentrate. The crude product was purified by column chromatography using petroleum ether as eluent, to give colorless pure compound.

Workup

  1. washThe reaction mixture was washed with water
  2. customthe organic layer separated
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. filtrationAfter filtration
  5. customthe filtrate was evaporated
  6. customto give 1.23 g
  7. concentrationof concentrate
  8. customThe crude product was purified by column chromatography
  9. customto give colorless pure compound

Sources & evidence

ORD record
ord-f5ae24824c33421b81983e9d61dbd172
Source dataset
uspto-grants-2008_01
Patent number
US07323431B2

Reaction notes

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