HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 5-Allyl-5-amino-cyclooctanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4,4,5,5-Tetramethyl-2-(prop-2-en-1-yl)-1,3,2-dioxaborolane | HCID 2763171 | — |
| Reactant | 5-(Tert-butyldimethylsilyloxy)cyclooctanone | HCID 10978090 | — |
| Reactant | 4-Allyl-4-amino-cyclohexanol | HCID 59226029 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Allyl-5-amino-cyclooctanol | HCID 59224829 | — |
Reaction Steps
0.89 g of 5-Allyl-5-amino-cyclooctanol (30) were synthesized as a diastereomeric mixture starting from 1.50 g (5.85 mmol) of 5-(tert-butyldimethylsilyloxy)cyclooctanone, 8.4 mL (58.5 mmol) of 7N ammonia in methanol, and 1.7 mL (9.36 mmol) of 2-allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, following the protocol described for 4-allyl-4-amino-cyclohexanol (16). Rt=0.44 min, 0.49 min (Method C). Detected mass: 184.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710077B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-ce1e9b08c9514326b0f07fc00b5da6b4 |
| Source note | uspto-grants-2014_04 |