HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → [5-(2-Methyl-[1,3]dioxolan-2-yl)-thiazol-2-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-(2-Methyl-[1,3]dioxolan-2-yl)-thiazole-2-carbaldehyde | HCID 86649488 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | [5-(2-Methyl-[1,3]dioxolan-2-yl)-thiazol-2-yl]-methanol | HCID 66819954 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), 5-(2-methyl-[1,3]dioxolan-2-yl)-thiazole-2-carbaldehyde (555 mg, 2.79 mmol) was dissolved in MeOH (5 mL). NaBH4 (136 mg, 3.46 mmol) was added portionwise at 0° C. and the reaction mixture stirred at rt for 1 h. Water (10 mL) was added and the mixture extracted with EA (3×20 mL). The combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a yellow oil. TLC:rf (1:1 hept-EA)=0.25. LC-MS-conditions 02: tR=0.64 min; [M+H]+=202.48.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536209B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-91f3f1b59eb948a8bf16baf153ac96c9 |
| Source note | uspto-grants-2013_09 |