Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Dibenz(b,f)azepine | HCID 9212 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 67580135 | HCID 67580135 | 116% |
Reaction Steps
A solution of 6.0 g (0.03 mole) of iminostilbene in 250 mL of chloroform was added to a solution of 10 g (0.09 mole) of sodium carbonate in 100 mL of water and the mixture was stirred rapidly. To this rapidly stirring solution 6.2 g (0.03 mole) of bromoacetyl bromide was added dropwise through an additional funnel, at which time thin layer chromatography analysis using 2:1 THF:hexane indicated the reaction was incomplete. An additional 1.0 g (0.005 mole) of bromoacetyl bromide was added. Thin layer chromatography indicated that the starting material had been totally consumed. The chloroform layer was separated, dried over Na2SO4 and concentrated to yield 11.0 g of N-bromoacetyliminostilbene (38) as a light yellow oil. This material was used in the following reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05986094 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-5b50d886bfe04f929ba6231869ed97c5 |
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| Source note | uspto-grants-1999_11 |
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