HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanone, 1-(2-chlorophenyl)- → (1R)-1-(2-chlorophenyl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanone, 1-(2-chlorophenyl)- | HCID 72864 | — |
| Reactant | (+)-b-Chlorodiisopinocamphenylborane | HCID 91873398 | — |
| Product | (1R)-1-(2-chlorophenyl)ethan-1-ol | HCID 6999092 | 73.3% |
Reaction Steps
Reaction was carried out using 2′-chloroacetophenone (11.90 g, 76.77 mmol) and (+)-B-chlorodiisopinocamphenylborane ((+)-DIP-C1) (25.00 g, 77.88 mmol) and according to J. Org. Chem., 1985, vol. 50, p. 5446; and 1988, vol. 53, p. 2916, to give the title compound (8.81 g, 72%). The optical purity was determined by HPLC analysis using an optically active column after conversion to the acetate (using acetic anhydride and triethylamine in dichloromethane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517996B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-759029748a754e1a80c65d045cb79a19 |
| Source note | uspto-grants-2009_04 |