HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroveratraldehyde → 4-Chloro-1,3-benzodioxole-5-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroveratraldehyde | HCID 79445 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-Chloro-1,3-benzodioxole-5-carboxaldehyde | HCID 21795538 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-1,3-benzodioxole-5-methanol | HCID 21795539 | — |
Reaction Steps
2-Chloro-3,4-dimethoxybenzaldehyde was converted to 4-chloro-1,3-benzodioxole-5-carboxaldehyde by the method of S. T. Ross, R. G. Franz, J. W. Wilson, R. A. Hahn and H. M. Sarau, J. Heterocyclic Chemistry, (1986) 23, 1805. Reduction of the aldehyde was then carried out with sodium borohydride (1 equivalent) in THF at 0° C. to provide 4-chloro-1,3-benzodioxole-5-methanol (Examples 30A, 31 A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313100B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-f60acb3c539c43beb89640a4deff0810 |
| Source note | uspto-grants-2001_11 |