HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22152293, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 22152290 | HCID 22152290 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22152293 | HCID 22152293 | 91% |
Reaction Steps
A solution of 3.1 g (16.3 mmol) 1,1-dimethyl-5-hydroxyindan-6-carboxaldehyde and 3.1 g (17.4 mmol) of N-bromosuccinimide in 50 ml of methylene chloride was stirred at ambient temperature for 2 days. Water (50 ml) was added. The organic phase was dried and evaporated. The residue was filtered through silica gel (20 g) using a gradient from hexane to 2:98 (v/v) ether:hexane as eluent. There was obtained 4.0 g (14.8 mmol, 91%) of 4-bromo-1,1-dimethyl-5-hydroxyindan-6-carboxaldehyde as yellow crystals after crystallization from ethanol; mp 77.5°-78.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04980352 |
| Source dataset | uspto-grants-1990_12 |
| ORD ID | ord-34389ed3945b485bb2aca9ba04667c60 |
| Source note | uspto-grants-1990_12 |