Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 3-Bromo-4-fluorobenzaldehyde | HCID 173604 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86738867 | HCID 86738867 | 162.1% |
Reaction Steps
1.5 g of air-dried ion exchanger SPC 118 (H-form of a cation exchanger, strongly acid, macroporous), 16 g (0.5 mole) of methanol and 58.5 g (0.55 mole) of orthoformic acid trimethyl ester were added to a solution of 101.5 g (0.5 mole) of 3-bromo-4-fluorobenzaldehyde in 200 ml of toluene, the mixture was stirred for a further 1 hour without a bath and was then warmed at 50° C. for 2 hours. The reaction mixture was cooled, filtered to remove the ion exchanger and washed with 200 ml of 5% strength potassium carbonate solution. The solvent was then stripped off and the residue was distilled in vacuo. 118 g (95% of theory) of 3-bromo-4-fluorobenzaldehyde dimethyl acetate were obtained in this way, in the form of a colorless liquid with a boiling point of 68° C./0.1 mm Hg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04383949 |
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| Source dataset | uspto-grants-1983_05 |
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| ORD ID | ord-f1e415a7d69e4eae8db214d9a117ec2b |
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| Source note | uspto-grants-1983_05 |
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