HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → (E)-2-Fluoro-3-(3-methoxymethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-pent-2-enal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | (E)-2-Fluoro-3-(3-methoxymethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-pent-2-en-1-ol | HCID 69729376 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (E)-2-Fluoro-3-(3-methoxymethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-pent-2-enal | HCID 60098606 | — |
Reaction Steps
Following General Procedure D and using (E)-2-fluoro-3-(3-methoxymethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-pent-2-en-1-ol (Intermediate 16, 1.69 g, 4.83 mmol), NMO (1.4 g, 12.1 mmol), TPAP (catalytic amount), and CH2Cl2 (5 mL) followed by flash column chromatography on silica gel (5% EtOAc-hexane) the title compound was obtained as a off-white solid (1.48 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06759547B1 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-5696eec8d1a24330b8e8a6b0d024990c |
| Source note | uspto-grants-2004_07 |