Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetone Cyanohydrin | HCID 6406 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 2,6-Dimethoxybenzaldehyde | HCID 96404 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66789630 | HCID 66789630 | 52% |
Reaction Steps
To a mixture of acetone cyanhydrin (851 mg), 2,6-dimethoxybenzaldehyde (1.58 g) in AcOH (10 mL) is added at 10° C. dropwise H2SO4 (1 mL) and Ac2O (0.5 mL). The reaction mixture is stirred at 10° C. for 40 min and then 10 min at RT. The reaction mixture is poured into cracked ice and extracted three times with ether. The combined organic extracts are washed with 10% aq. NaHCO3, dried (Na2SO4), filtered and concentrated to yield a crude oil. FC (EtOAc) gives the title compound as a brown oil (1.3 g, 52%). LC-MS: tR=0.47 min; [M+H]+=252.25.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329706B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-358b61962e2c46d28a8c5d93852cb228 |
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| Source note | uspto-grants-2012_12 |
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