HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Hydroxy-3-methoxy-6,7,8,9,12,13,14,15-octahydro-5,16-dioxa-benzocyclopentadecen-17-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium ethanethiolate | HCID 4459711 | — |
| Reactant | 1,3-Dimethoxy-6,7,8,9,12,13,14,15-octahydro-5,16-dioxa-benzocyclopentadecen-17-one | HCID 68871424 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Hydroxy-3-methoxy-6,7,8,9,12,13,14,15-octahydro-5,16-dioxa-benzocyclopentadecen-17-one | HCID 68870378 | 38% |
Reaction Steps
A solution of 1,3-dimethoxy-6,7,8,9,12,13,14,15-octahydro-5,16-dioxa-benzocyclopentadecen-17-one (321 mg, 0.96 mmol) and sodium thioethoxide (97 mg, 1.15 mmol) in dimethyl formamide was heated at 140° C. for 4 h whereby it was poured into water (100 ml). Extraction and chromatography gave 1-hydroxy-3-methoxy-6,7,8,9,12,13,14,15-octahydro-5,16-dioxa-benzocyclopentadecen-17-one (117 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553979B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-2f17842e16244b2285ba143071b92afb |
| Source note | uspto-grants-2009_06 |