HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68292420, compound → HCID 68292680, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68292420 | HCID 68292420 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68292680 | HCID 68292680 | 98.6% |
Reaction Steps
To a solution of (2S,5S,E)-2-(3-chlorobenzyl)-5-(4-methoxybenzyl)hex-3-enedioic acid (113 mg, 0.291 mmol) in THF (5 mL) was added platinum(IV) oxide (60 mg, 0.26 mmol). The reaction was stirred at 1 atm of hydrogen (balloon) for 16 h. The reaction was filtered through CELITE® and washed with MeOH. The combined filtrate and MeOH washing was concentrated to give (2R,5R)-2-(cyclohexylmethyl)-5-((4-methoxycyclohexyl)methyl)hexanedioic acid (105 mg, 0.287 mmol, 98.5 yield) as an oil. Anal. Calcd. for C20H27ClO4 m/z 366.4. found: 365.3 (M−H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346852B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-f1bad6ef837b4dd2a130b0a0a49fc992 |
| Source note | uspto-grants-2016_05 |