HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Chloromethoxy)-2-methoxyethane → HCID 86628073, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Chloromethoxy)-2-methoxyethane | HCID 77590 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Bromo-2-hydroxybenzaldehyde | HCID 10910555 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86628073 | HCID 86628073 | 78.4% |
Reaction Steps
3-Bromo-2-hydroxybenzaldehyde (1.5 g, 7.5 mmol) was dissolved in dichloromethane (25 mL) and diisopropylethylamine (2 mL, 11.3 mmol) was added to the solution. The mixture was stirred while 2-methoxyethoxymethyl chloride (0.94 mL, 8.3 mmol) was added dropwise. The mixture was stirred for 1 hour and then washed with 5% citric acid solution (5 mL) until the washings were acidic, dried and concentrated by evaporation. Product was purified from the residue by chromatography (silica gel, 30% ethyl acetate/hexanes) to give 3-bromo-2-(2-methoxy-ethoxymethoxy)benzaldehyde (1.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09162986B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-d55a9e08afd248038a3eb55bb4c41631 |
| Source note | uspto-grants-2015_10 |