HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → 6-bromo-1H-indene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 5-Bromo-1-indanone | HCID 520695 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-bromo-1H-indene | HCID 12679518 | — |
Reaction Steps
Reduction of 5-bromo-1-indanone E1 with sodium borohydride in MeOH followed by dehydration of the resulting alcohol with sulfuric acid in refluxing benzene at about 80° C. affords 6-bromo-1H-indene E2 (CAS#33065-61-1; see, Young J R, Huang S X, Walsh T F, Wyvratt M J, Yang Y T, Yudkovitz J B, Cui J, Mount G R, Ren R N, Wu T-J, Shen X, Lyons K A, Mao A-H, Carlin J R, Karanam B V, Vincent S H, Cheng K and Goulet M T, Bioorg. Med. Chem. Lett. 2002, 12 (5), 827-832).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536189B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-0d8eca445b2e4f0ea9bc68a2e4bf60e2 |
| Source note | uspto-grants-2013_09 |