HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → HCID 11586634, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 16115994 | HCID 16115994 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 11586634 | HCID 11586634 | 100% |
Reaction Steps
2450 ml n-BuLi solution, 1.6 M, in hexane is added dropwise to a 650 g solution (3.566 mol) of (RS)-2-{[(S)-2-methylpent-4-in-1-yl]oxy}-3,4,5,6-tetrahydro-2H-pyrane (prepared in accordance with Ireland, Robert E. et al., Tetrahedron, 1997, 53, 39, 13221-13256.) in 325 ml of THF at −10° C. A solution of 310 g acetaldehyde in 1200 ml THF is then added dropwise. After 30 min., 3250 ml MTBE (methyl-tert.butylether) is added and 3250 ml 10% aq NH4Cl is added and further stirred for 10 min. The organic phase is washed twice with 1300 ml H2O each and concentrated in vacuo to dryness. 930 g of product is obtained. The obtained product is directly used in the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326798B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-56cd874ea3be474793571d18521fda7d |
| Source note | uspto-grants-2008_02 |