HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(Chloro(hydroxyimino)methyl)-2-trifluoromethyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 4-(Hydroxyimino-methyl)-2-trifluoromethyl-benzoic acid methyl ester | HCID 72327097 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Chloro(hydroxyimino)methyl)-2-trifluoromethyl-benzoic acid methyl ester | HCID 72327095 | 94.7% |
Reaction Steps
To a solution of 4-(hydroxyimino-methyl)-2-trifluoromethyl-benzoic acid methyl ester (Example I11) (3.90 g) in N,N-dimethylformamide (20 ml) was added N-chlorosuccinimide (“NCS”) (2.318 g). The reaction mixture was stirred at ambient temperature for 45 minutes. The reaction mixture was poured into water (400 ml). The solids were isolated by filtration and dried to give 4-(chloro(hydroxyimino)methyl)-2-trifluoromethyl-benzoic acid methyl ester (4.21 g) as an off-white powder. 1H-NMR (CDCl3, 400 MHz): 9.00 (s, 1H), 8.24-8.04 (m, 3H), 3.96 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623896B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-3b6b2fd00a0843b7897dd89fe363b06b |
| Source note | uspto-grants-2014_01 |