HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (1R,3R,4S)-4-bromo-3-hydroxycyclohexanecarboxylic amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | (1R,4S,5R)-4-Bromo-6-oxabicyclo[3.2.1]octan-7-one | HCID 13076925 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R,3R,4S)-4-bromo-3-hydroxycyclohexanecarboxylic amide | HCID 58743889 | — |
Reaction Steps
(1R,4S,5R)-4-bromo-6-oxabicyclo[3.2.1]octan-7-one (351a) (2.13 g, 10.4 mmol) was taken up in THF (20 mL) and treated with 0.880 ammonia (5.3 mL) at 20° C. for 24 h with stirring. The solvent was then removed in vacuo to give a white solid in quantitative yield; [α]D=+40.6° (c=1, MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141564B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-b7cbd3ad3ed74f43955abfd569f47ea9 |
| Source note | uspto-grants-2006_11 |