Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | [1-(Prop-2-yn-1-yl)-1H-pyrrol-3-yl]methanol | HCID 13604946 | — |
| Catalyst | Sodium Cyanide | HCID 8929 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21278525 | HCID 21278525 | 97.6% |
Reaction Steps
0.44 ml of acetic acid was added to a solution of 510 mg of the product of Step B of Example 1, 7 ml of methanol and 2 ml of water another 0.44 ml of acetic acid was added. The mixture was cooled to 20° C. and 2.82 mg of sodium cyanide were added, after which the mixture was stirred for 90 minutes at 20° C., then cooled to ±10° C. Another 1.4 g of sodium cyanide and 2.2 ml of acetic acid were added and after stirring for 4 hours, the reaction mixture was poured into water and extracted with ethyl acetate. The organic phase was washed with water and dried, then concentrated to dryness to obtain 590 mg of α-hydroxy-1-(2-propynyl)-1H-pyrrole-3-acetonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04798901 |
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| Source dataset | uspto-grants-1989_01 |
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| ORD ID | ord-8a90184c6150499bb55339b05165114a |
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| Source note | uspto-grants-1989_01 |
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