HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-(4-Fluoro-2-iodo-phenylamino)-cyclohexanecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl 4-oxocyclohexanecarboxylate | HCID 317638 | — |
| Reactant | 4-Fluoro-2-iodoaniline | HCID 2778283 | — |
| Reactant | Sodiumacetoxyborohydride | HCID 23670382 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4-Fluoro-2-iodo-phenylamino)-cyclohexanecarboxylic acid ethyl ester | HCID 67292945 | — |
Reaction Steps
To a stirred solution of 4-fluoro-2-iodoaniline and (18 g) 4-oxo-cyclohexanecarboxylic acid ethyl ester (20 g) in DCM (200 ml) is added acetic acid (4.4 ml) and 4 Å molecular sieves (5 g). After 2 h at rt, sodium acetoxyborohydride (50 g) is added and the suspension stirred overnight. The reaction is made slightly alkaline with KHCO3/NaHCO3(aq) and extracted with DCM to give crude 4-(4-fluoro-2-iodo-phenylamino)-cyclohexanecarboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148403B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-f60e4aaa58d84ad886c60c1c44daba63 |
| Source note | uspto-grants-2012_04 |