Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenyl Isothiocyanate | HCID 7673 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Product | HCID 9841326 | HCID 9841326 | — |
Reaction Steps
To a solution of 17.5 g of methyl 2-cyanomethyl benzoate and 16.2 g of phenyl isothiocyanate in 300 ml of tetrahydrofuran was added 4.8 g of a 60% sodium hydride for 20 minutes under an ice-cooling in a stream of nitrogen, and the mixture was stirred for 1 hour at room temperature. To the reaction mixture was added 18.4 g of methyl bromoacetate for 15 minutes, and then the mixture was stirred for 1 hour. To the reaction mixture was added 4.8 g of a 60% sodium hydride, and the mixture was stirred for 14 hours. The reaction mixture was poured into 3 l of water, and the precipitates were collected by a filtration. The precipitates were successively washed with water and acetone, and air-dried, and dried over phosphorus pentaoxide to obtain 25.3 g of the desired product as brown crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05059692 |
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| Source dataset | uspto-grants-1991_10 |
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| ORD ID | ord-2bcba7d85919450ba0198084261e97a5 |
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| Source note | uspto-grants-1991_10 |
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