HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722593Generated: November 2, 2026
Dimethylamine → 3-Fluoro-4,5-bis(phenylmethoxy)benzeneacetonitrile
https://huagongshe.com/reaction/1722593
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Phenylacetonitrile | HCID 8794 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-Fluoro-6-methoxyphenol | HCID 2737367 | — |
| Reactant | 4-[(Dimethylamino)methyl]-2-fluoro-6-methoxyphenol | HCID 13720699 | — |
| Reactant | HCID 20029186 | HCID 20029186 | — |
| Product | 3-Fluoro-4,5-bis(phenylmethoxy)benzeneacetonitrile | HCID 13720704 | — |
Reaction Steps
A process for the preparation of the benzylcyanide compound of the formula I ##STR21## is prepared by: (a) converting the 2-fluoro-6-methoxyphenol compound of the formula II ##STR22## into the N,N-dimethyl-4-hydroxy-3-methoxy-5-fluorobenzylamine compound of the formula III by treating with formaldehyde and N,N-dimethylamine; ##STR23## (b) treating the benzylamine compound of the formula III by treating with methyliodide and displacement with NaCN, into the 3-methoxy-4-hydroxy-5-fluorobenzylnitrile compound of formula IV ##STR24## (c) treating the benzylnitrile compound of the formula IV with BBr3, followed by dibenzylation of the resulting catechol 3,4-dihydroxy-5-fluorobenzylcyanide compound of the formula V ##STR25## with benzylchloride to give the 3,4-dibenzyloxy-5-fluorobenzylcyanide compound of the formula I, ##STR26##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04855476 |
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| Source dataset | uspto-grants-1989_08 |
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| ORD ID | ord-1326d4af251148dab0dee95d78202339 |
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| Source note | uspto-grants-1989_08 |
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