Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | 2-Methyl-1-butene | HCID 11240 | — |
| Reactant | Sodium Chlorite | HCID 23668197 | — |
| Reactant | HCID 86694930 | HCID 86694930 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66612055 | HCID 66612055 | — |
Reaction Steps
To a solution of phenylmethyl 4-formyl-2-[(phenylmethyl)oxy]-5-(trifluoromethyl)benzoate (may be prepared as described in Description 54; 80 mg, 0.19 mmol) in tetrahydrofuran (4 ml), water (2 ml) and dimethyl sulfoxide (0.4 ml) was added sulfamic acid (63.7 mg, 0.66 mmol) and 2-methyl-1-butene (0.04 ml, 0.39 mmol). The solution was cooled to 0° C. and sodium chlorite (52.4 mg, 0.58 mmol) in water (2 ml) was added dropwise. After 60 minutes the mixture was quenched with saturated aqueous sodium thiosulfate solution (20 ml) and extracted with ethyl acetate (3×10 ml). The organic layer was dried (MgSO4) and the solvent removed in vacuo to give the title compound as oil. 71 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365551B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-8f7f82c4cc2c425ba7bccaa303d35dd6 |
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| Source note | uspto-grants-2016_06 |
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