HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → {[tert-Butyl(diphenyl)silyl]oxy}acetyl Chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-((tert-Butyldiphenylsilyl)oxy)acetic acid | HCID 11141564 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {[tert-Butyl(diphenyl)silyl]oxy}acetyl Chloride | HCID 19090360 | — |
Reaction Steps
In a 500ml round-bottom flask was mixed {[tert-butyl(diphenyl)silyl]oxy}acetic acid (17g, 54.0mmoles, 1eq), thionyl chloride (11.7g, 0.162moles, 3eq) and dry CH2Cl2(120ml, 0.45M). This mixture was refluxed for 5hours. After cooling to room temperature the volatiles were removed in vacuo. The resulting residue washed twice with toluene and the toluene was subsequently removed in vacuo to remove excess thionyl chloride. This resulted in 18g (100%) of titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449468B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-4a51facb11084786b90bd8496d7c1722 |
| Source note | uspto-grants-2008_11 |