HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-Hydroxy-4-(5-methyl-thiazol-2-yl)-cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 8-(5-Methyl-1,3-thiazol-2-yl)-1,4-dioxaspiro[4.5]decan-8-ol | HCID 59017444 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Hydroxy-4-(5-methyl-thiazol-2-yl)-cyclohexanone | HCID 59017434 | 99% |
Reaction Steps
A solution of 8-(5-Methyl-1,3-thiazol-2-yl)-1,4-dioxaspiro[4.5]decan-8-ol (110 g, 4.14 mmol) in 20 mL of THF/3 N HCl (1:1) was stirred for 1 h at 50° C. After cooling to room temperature, the mixture was treated with Na2CO3 to pH 8 and extracted with EtOAc (3×). The combined organic layers were washed with saturated NaCl solution, dried (MgSO4), and concentrated to give 0.82 g of 4-hydroxy-4-(5-methyl-1,3-thiazol-2-yl)cyclohexanone in 99% yield. MS (EI) (M+H)+=212.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697870B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-2e7822183c6f4ac6b651e63789ee8fd2 |
| Source note | uspto-grants-2014_04 |