HuagongsheHuagongshe Chemistry Print Report · For research reference only
(9R)-9-acetyl-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione → 9(R)-bromoacetyl-6,9,11-trihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (9R)-9-acetyl-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione | HCID 12823998 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 9(R)-bromoacetyl-6,9,11-trihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione | HCID 13146267 | — |
Reaction Steps
Reaction of 9(R)-acetyl-6,9,11-trihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione ([α]D20 =-87° (c=0.1, CHCl3)) (11.5 g) with pyrrolidone hydrotribromide (18.19 g) was effected in tetrahydrofuran (1380 mg) at room temperature for 40 hours. After removing insoluble matters by filtration, the solvent was distilled off under reduced pressure to give 9(R)-bromoacetyl-6,9,11-trihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione, which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04545936 |
| Source dataset | uspto-grants-1985_10 |
| ORD ID | ord-92674b865aa249dd944107dee59a239b |
| Source note | uspto-grants-1985_10 |