HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,20-Dichloro-6,7,9,10,12,13,15,16-octahydro-22H-dibenzo[n,q][1,4,7,10,13]-pentaoxacyclo-octadecin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichlorophen | HCID 3037 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,1'-Oxybis[2-(2-chloroethoxy)ethane] | HCID 61187 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 2,20-Dichloro-6,7,9,10,12,13,15,16-octahydro-22H-dibenzo[n,q][1,4,7,10,13]-pentaoxacyclo-octadecin | HCID 20345758 | 23.1% |
Reaction Steps
10 g (0.037 mole) bis(2-hydroxy-5-chlorophenyl)-methane and 8.6 g (0.037 mole) 1,11-dichloro-3,6,9-trioxaundecane are dissolved in 100 ml n-BuOH. To this is added 6.5 g 50% aqueous sodium hydroxide. The resulting solution is heated to reflux for 15 hours, acidified with ethereal HCl, and solvent stripped in vacuo. The resulting gum is chromatographed on Neutral Alumina IV, eluting with ether/ethyl acetate. Appropriate fractions are collected, combined and recrystallized from methanol to yield 3.65 g white crystalline solid; m.p. 143.5°-144°. Yield: 23%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04196250 |
| Source dataset | uspto-grants-1980_04 |
| ORD ID | ord-fcb16beadb9d4d88b428fe0f5ef73338 |
| Source note | uspto-grants-1980_04 |