HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobiphenyl → 1-Chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobiphenyl | HCID 9461 | — |
| Reactant | 3-Chloropropionyl chloride | HCID 69364 | — |
| Reactant | 4-(4-Chlorobutan-2-yl)-4'-fluoro-1,1'-biphenyl | HCID 20302014 | — |
| Reactant | 4'-Fluoro-4-(3-chloropropionyl)-biphenyl | HCID 20302724 | — |
| Reactant | HCID 178418373 | HCID 178418373 | — |
| Product | 1-Chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol | HCID 20302896 | — |
Reaction Steps
A solution of 26.25 g of 1-chloro-3-(4'-fluoro-4-biphenylyl)-butane [obtainable by a Friedel-Crafts reaction of 4-fluoro-biphenyl with 3-chloropropionyl chloride to give 4'-fluoro-4-(3-chloropropionyl)-biphenyl (m.p. 96°-97°), reaction with CH3MgI to give 1-chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol (m.p. 78°-79°) and reduction using HI] in 150 ml of absolute ethanol is added dropwise at 0° to a solution of 10 g of NH3 in 150 ml of absolute ethanol. The solution is stirred for a further 2 hours at 20°, concentrated and worked up with aqueous sodium hydroxide solution and ether to give 3-(4'-fluoro-4-biphenylyl)butylamine; hydrochloride, m.p. 222°-224°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04239759 |
| Source dataset | uspto-grants-1980_12 |
| ORD ID | ord-b70ed9c9cdbe49e083abb2f24dd8b874 |
| Source note | uspto-grants-1980_12 |