Oxalyl chloride → HCID 53822961, compound

HRID 655076Notes

Reaction equation

HRID 655076 reaction equation
C([Si]([O:8][C:9](=O)[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])(C)C)(C)(C)C.C(Cl)(=O)C([Cl:30])=O>CN(C=O)C.C(Cl)Cl>[C:22]([Si:19]([CH3:21])([CH3:20])[O:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH:11]=[CH:10][C:9]([Cl:30])=[O:8])([CH3:25])([CH3:24])[CH3:23]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 53990259HCID 53990259, compound

Product 1

HCID 53822961HCID 53822961, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a 0° C. cold solution of 6.3 g of 3-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-acrylic acid tert-butyl-dimethyl-silyl ester and 8 drops of DMF in 15 ml of CH2Cl2 was added dropwise 2.0 ml of oxalyl chloride. After complete addition the reaction mixture was allowed to warm to room temperature and stirring was continued for 60 h. The reaction mixture was filtered, evaporated to dryness and taken up in MTBE. The solution was cooled in the refrigerator overnight, filtered and evaporated to yield 4.4 g of 3-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-acryloyl chloride.

Workup

  1. additionAfter complete addition the reaction mixture
  2. filtrationThe reaction mixture was filtered
  3. customevaporated to dryness
  4. temperatureThe solution was cooled in the refrigerator overnight
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-9df67d382ae748b7becc42bb30fa3dda
Source dataset
uspto-grants-2011_12
Patent number
USRE043006E1

Reaction notes

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