Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | (3R,4S,5R,6R)-3,4,5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-on | HCID 10994280 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | delta-Gluconolactone | HCID 7027 | — |
Reaction Steps
A 500 L glass-lined reactor was charged with (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one (11.4 kg) and n-heptane (12.2 kg) and the mixture was cooled to −15° C. under nitrogen sparging for 1 h. iPrMgCl.LiCl (0.5 kg, 1.3 M in THF) was added dropwise and the mixture was stirred for 30 min at −15° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09193751B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-16b65c67d59d4e7fa9ecf7a2b275315e |
|---|
| Source note | uspto-grants-2015_11 |
|---|
