Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pentane | HCID 8003 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 19066417 | HCID 19066417 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 19066418 | HCID 19066418 | 99% |
Reaction Steps
Wash a suspension of NaH (312 mg of 60% in mineral oil, 7.81 mmol, 1.25 eq) in hexane with dry pentane (2×100 mL), suspend in dry THF (30 mL) and treat with the product of step 7 (2.0 g, 6.25 mmol) at 23° C. Stir the resulting yellow suspension for 20 min at 23° C., then add CH3 l (777 μL, 12.5 mmol, 2.0 eq). After 1 h, pour the mixture onto a pad of silica gel packed with hexane:EtOAc (1:1) (500 mL) and concentrate the filtrate to give 2.1 g (6.25 mmol, >99%) of N-[2-(3,4-dichlorophenyl)-3-butenyl]-N-methyl benzamide as a light yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05789422 |
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| Source dataset | uspto-grants-1998_08 |
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| ORD ID | ord-dbb1050feaa947a4a72e7fea9e3b1e1e |
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| Source note | uspto-grants-1998_08 |
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