HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phloroglucinol → Flamenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phloroglucinol | HCID 359 | — |
| Reactant | Bergapten | HCID 2355 | — |
| Product | Flamenol | HCID 71648 | — |
Reaction Steps
The present invention also relates to a new synthesis of 5-methoxy-psoralen of the formula: ##STR3## starting from phloroglucinol of the formula: ##STR4## In this synthesis the phloroglucinol is methylated to obtain phloroglucinol mono-methyl ether, which is in turn cyclicized to obtain 6-hydroxy-4-methoxy-3-coumaranone; the coumaranone is reduced in one step to obtain 6-hydroxy-4-methoxy coumaran; the coumaran is then cyclicized to obtain 3,4,4',5'-tetrahydro-5 methoxy psoralen; and that product is hydrogenated to yield 5-methoxy-psoralen.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05405868 |
| Source dataset | uspto-grants-1995_04 |
| ORD ID | ord-f50ed7b1d7a840659217dc7f60513862 |
| Source note | uspto-grants-1995_04 |