HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 1,3-Benzodioxole, 5-methyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-Methylcatechol | HCID 9958 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1,3-Benzodioxole, 5-methyl- | HCID 81564 | 71.9% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-methylcatechol (26.0 g, 209.4 mmol) and NaOH (18.4 g, 461.0 mmol) in CH2Cl2 (40.0 mL) was heated to 100° C. under nitrogen for 2 hours. The solution was allowed to cool to ambient temperature and diluted with ethyl acetate (500 mL). The mixture was washed with NaHCO3 (200 mL) and H2O (2×200 mL). The organic layer was dried over Na2SO4, filtered and concentrated to give a crude oil. Flash chromatography eluting with hexane (100%) gradient to ether/hexane (1:1) afforded the title intermediate as a colorless oil 20.5 g (71.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07122526B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-40847f6512a94304806958f1d8856a83 |
| Source note | uspto-grants-2006_10 |