HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (R)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-(Phenylmethyl) (3R)-1,3-piperidinedicarboxylate | HCID 736538 | — |
| Product | (R)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester | HCID 7145254 | — |
Reaction Steps
(R)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester (XXVIII) (8.00 g, 30.4 mmol) was taken in neat oxalyl chloride (20 ml), 0.2 ml of DMF were added and the mixture was stirred at room temperature for 1 hour. The completion of reaction was monitored by TLC which showed the formation of a non-polar spot after treatment of a small amount with methanol. The reaction mixture was concentrated under reduced pressure to provide (R)-3-chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester (XXIX) (8.33 g) which was directly used in the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716296B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-a0f67a526b71402a9589730ea5c62580 |
| Source note | uspto-grants-2014_05 |