HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044393Generated: November 1, 2026
Water → 2,2-Difluoro-1,3-benzodioxole-5-acetonitrile
https://huagongshe.com/reaction/1044393
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | 5-(Chloromethyl)-2,2-difluorobenzo[d][1,3]dioxole | HCID 21992809 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2,2-Difluoro-1,3-benzodioxole-5-acetonitrile | HCID 20311384 | 95% |
Reaction Steps
A solution of 5-chloromethyl-2,2-difluoro-1,3-benzodioxole (1 eq) in DMSO (1.25 vol) is added to a slurry of NaCN (1.4 eq) in DMSO (3 vol) maintaining the temperature between 30-40° C. The mixture is stirred for 1 hour then water (6 vol) is added followed by MTBE (4 vol). After stirring for 30 min, the layers are separated. The aqueous layer is extracted with MTBE (1.8 vol). The combined organic layers are washed with water (1.8 vol), dried (Na2SO4), filtered, and concentrated to afford crude (2,2-difluoro-1,3-benzodioxol-5-yl)-acetonitrile (95%) that is used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563593B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-0e492fe0615e4b86b94906a48308ae1e |
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| Source note | uspto-grants-2013_10 |
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