Oxalyl chloride → (r)-3-Triisopropylsilyloxybutyryl chloride

HRID 1935564Notes

Reaction equation

HRID 1935564 reaction equation
[CH:1]([Si:4]([CH:15]([CH3:17])[CH3:16])([CH:12]([CH3:14])[CH3:13])[O:5][C@H:6]([CH3:11])[CH2:7][C:8](O)=[O:9])([CH3:3])[CH3:2].C(Cl)(=O)C([Cl:21])=O>ClCCl>[CH:1]([Si:4]([CH:15]([CH3:17])[CH3:16])([CH:12]([CH3:14])[CH3:13])[O:5][C@H:6]([CH3:11])[CH2:7][C:8]([Cl:21])=[O:9])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 14084664(r)-3-Triisopropylsilyloxybutyric acid

Product 1

HCID 14084666(r)-3-Triisopropylsilyloxybutyryl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.0475 mol (12.36 g ) of the product from stage 2 is dissolved in 200 ml of absolute dichloromethane and treated with stirring with 0.0523 mol (6.64 g) of oxalyl chloride. After 5 hours at room temperature, the mixture is concentrated under reduced pressure.

Workup

  1. additiontreated
  2. concentrationthe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-0bc9879c57484acdad22ae8cabe69745
Source dataset
uspto-grants-2002_05
Patent number
US06387934B1

Reaction notes

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