Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 18921413 | HCID 18921413 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18921415 | HCID 18921415 | 93.4% |
Reaction Steps
A mixture of the title compound of Step C (0.387 g, 1.2 mmol) and N-chlorosuccinimide (0.168 g, 1.26 mmol) in dimethylformamide (6 mL) was heated at 80° C. for 4 h. After completion of the reaction, the mixture was poured into a mixture of ether (25 mL) and water (10 mL). The organic phase was separated, dried (MgSO4) and the solvent was removed on a rotary evaporator. Flash chromatography of the resulting residue afforded 0.4 g of the title compound of Step D. 1H NMR (CDCl3, 400 MHz): δ7.23 (d,2H), 7.03 (d,1H), 6.74 (d,2H), 4.93 (s,2H), 3.84 (s,2H), 3.75 (s,3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05750471 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-00fe4e7117af4c2d9da1871906a1f867 |
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| Source note | uspto-grants-1998_05 |
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