HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → (1S,2R)-(-)-1-Amino-2-indanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | (R)-2-hydroxy-1-indanone | HCID 11137320 | — |
| Reactant | (R)-2-acetoxy-3-phenylpropanoic acid | HCID 11469837 | — |
| Reactant | 1-(Hydroxyimino)-2,3-dihydro-1H-inden-2-ol | HCID 71347356 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | (1S,2R)-(-)-1-Amino-2-indanol | HCID 9866743 | — |
Reaction Steps
Kajiro et al., Bull. Chem. Soc. Jap. 1999, 72: 1093-1100, discloses the preparation of (R)-2-hydroxy-1-indanone by the intramolecular Friedel-Crafts acylation of (R)-2-acetoxy-3-phenylpropanoic acid. Kajiro et al. further discloses the preparation of the corresponding hydroxyindanone oxime from (R)-2-hydroxy-1-indanone, and then hydrogenating the oxime in the presence of HBr and Pd black to obtain (1S,2R)-1-amino-2-indanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06531617B2 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-d213080fe2ce48179708416fc55c233d |
| Source note | uspto-grants-2003_03 |