HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356671Generated: October 25, 2026
Ammonium Hydroxide → (3R,4S)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile
https://huagongshe.com/reaction/356671
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | (3R-trans)-[(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)phenylamino]acetic acid, ethyl ester | HCID 10738551 | — |
| Reactant | (1aR,7bR)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile | HCID 10987295 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3R,4S)-4-amino-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile | HCID 14511095 | — |
Reaction Steps
To a solution of (1aR-cis)-1a,7b-dihydro-2,2-dimethyl-2H-oxireno-[c][1]benzopyran-6-carbonitrile ((2.5 g, 12.4 mmol, the title A compound of Example 3) in tetrahydrofuran in a re-sealable tube was added concentrated ammonium hydroxide (2 mL). The tube was sealed and the solution was heated on an oil bath at 75° C. overnight. The resultant solution was cooled to room temperature, concentrated and extracted with ethyl acetate. The combined organic extracts were dried over anhydrous sodium sulfate and concentrated to yield the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05837702 |
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| Source dataset | uspto-grants-1998_11 |
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| ORD ID | ord-558d8f8c500d4b7eb41d5e99e9e242da |
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| Source note | uspto-grants-1998_11 |
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