HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1-(2,4-Dimethylthiazol-5-yl)-2-methylpropan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2,4-Dimethyl-1,3-thiazole-5-carbaldehyde | HCID 2776249 | — |
| Product | 1-(2,4-Dimethylthiazol-5-yl)-2-methylpropan-1-ol | HCID 118006323 | — |
Reaction Steps
A solution of 2,4-dimethylthiazole-5-carbaldehyde (1.07 g, 7.58 mmol) in THF (12 mL) was cooled to 0° C. Isopropyl magnesium chloride LiCl complex (1.3 M in THF, 6 mL, 8.8 mmol) was then added dropwise. After 30 minutes, the reaction mixture was quenched with aqueous NH4Cl solution and the aqueous portion was extracted with EtOAc (3×50 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to afford an orange oil. Chromatography on silica gel (5% acetone-DCM increasing to 30% acetone) provided the title compound as a light amber oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346782B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9ef82d345a8f48f08bee4a0c1701a03f |
| Source note | uspto-grants-2016_05 |