HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylene Glycol → HCID 59411765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylene Glycol | HCID 8117 | — |
| Reactant | 6-Bromo-1-hexanol | HCID 77970 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59411765 | HCID 59411765 | 30.9% |
Reaction Steps
The above procedure was carried out using the following quantities: 1-bromohexan-6-ol (1.76 g, 10.3 mmol), NMO (1.33 g, 11.3 mmol), molecular sieves (3.0 g), dichloromethane (40 mL), TPAP (0.37 g, 1.03 mmol); diethylene glycol (4.63 mL, 51.5 mmol), p-toluenesulfonic acid monohydrate (0.59 g, 3.90 mmol), molecular sieves (4.0 g) and dichloromethane (50 mL). Purification by flash chromatography on silica (gradient; dichloromethane to 5% methanol in dichlorometane) afforded the titled compound as a pale yellow oil (0.45 g, 12%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399016B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-42a8bf866beb449ca52ef05abc15d98c |
| Source note | uspto-grants-2016_07 |