Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(5-chloro-2,4-difluorobenzyl)-2,2-dimethoxyacetamide | HCID 67520609 | — |
| Product | HCID 178515370 | HCID 178515370 | — |
Reaction Steps
Sulfuric acid (18 M; 2.0 mL, 36 mmol.) was added to N-(5-chloro-2,4-difluorobenzyl)-2,2-dimethoxyacetamide (708 mg, 2.53 mmol) at rt. The solution was stirred at 90° C. overnight. After that time, the mixture was poured into ice and basified with NaOH (10 N) until pH=6-7 forming a solid. The solid was filtered off, washed with water, and dried in vacuo to give the title compound as a yellow solid. 1H NMR (400 MHz, CDCl3): δ=6.94 (t, J=9.2 Hz, 1H), 7.48 (s, 1H), 9.04 (s, 1H). MS(ES+): m/z=215.47/217.76 (45/100) [MH+]. HPLC: tR=2.67 min (polar—5 min, ZQ3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178668B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-029b3c69756648dca1bc0895bea02288 |
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| Source note | uspto-grants-2012_05 |
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