HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 11673337, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Hydrate;hydrochloride | HCID 21885828 | — |
| Reactant | HCID 69059851 | HCID 69059851 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11673337 | HCID 11673337 | — |
Reaction Steps
A solution of 6-hydroxy-5,7,8-trimethylspiro[chromene-2,1′-cyclobutan]-4(3H)-one (220 mg), formaldehyde (1 mL, 37% in water), dimethylamine solution (1 mL, 2.0 M in methanol), and concentrated HCl water solution (0.1, mL) was heated by microwave to 150° C. for 10 min. The allyl intermediate was treated with excessive NaBH4 in methanol at room temperature to give 6-hydroxy-3,5,7,8-tetramethylspiro[chromene-2,1′-cyclobutan]-4(3H)-one, which was purified by chromatography (silica gel, hexane-ethyl acetate 3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576094B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-6a10801f203644ad85595b44f0da303f |
| Source note | uspto-grants-2009_08 |