HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → (1R*,4S*)-5-(allyloxy)-8-methoxy-1,2,3,4-tetrahydro-1,4-methanonaphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (1R*,4S*)-8-methoxy-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-ol | HCID 68583997 | — |
| Product | (1R*,4S*)-5-(allyloxy)-8-methoxy-1,2,3,4-tetrahydro-1,4-methanonaphthalene | HCID 68584256 | 89.1% |
Reaction Steps
Treatment of (1R*,4S*)-8-methoxy-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-ol (14.61 g, 0.077 mol) with potassium carbonate (31.84 g, 0.23 mol) and allyl bromide (10.68 g, 0.088 mol) generally according to the procedure described for Intermediate 1 provided 15.8 g (89%) of (1R*,4S*)-5-(allyloxy)-8-methoxy-1,2,3,4-tetrahydro-1,4-methanonaphthalene as a colorless oil. Anal. calcd. for C15H18O2.0.3H2O: C, 76.44; H, 7.95. Found: C, 76.43; H, 7.79.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728155B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-986f743b879e4cc68d1323426243372d |
| Source note | uspto-grants-2010_06 |