HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthoformate → HCID 66985986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Chlorosulfonic acid | HCID 24638 | — |
| Reactant | 3-Bromo-2-methoxybenzaldehyde | HCID 11063808 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66985986 | HCID 66985986 | 81% |
Reaction Steps
3-Bromo-2-methoxybenzaldehyde (28 g, 130 mmol) was combined with trimethylorthoformate (27.5 g, 28.6 mL, 260 mmol) in methanol (150 mL) and then chlorosulfonic acid (0.5 mL) was added dropwise to the mixture. The mixture was stirred for 3 hours and then concentrated by rotoevaporation. The residue was partitioned between ethyl ether and 5% aqueous sodium bicarbonate and the organic layer was separated, washed with water and brine, dried over sodium sulfate and concentrated to give 1-bromo-3-dimethoxymethyl-2-methoxybenzene (27.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09162986B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-2f44ea355b194d209350d197adda4d8f |
| Source note | uspto-grants-2015_10 |