HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ditoluoyltartaric acid, (+)- → (1S)-1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline (2s,3s)-2,3-bis[(4-methylbenzoyl)oxy]succinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ditoluoyltartaric acid, (+)- | HCID 263211 | — |
| Reactant | 1-(2-Methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline | HCID 24257361 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (1S)-1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline (2s,3s)-2,3-bis[(4-methylbenzoyl)oxy]succinate | HCID 131729938 | 75.3% |
Reaction Steps
1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline (8.227 g) and (2S,3S)-2,3-bis[(4-methybenzoyl)oxy]succinic acid (13.282 g) were dissolved with stirring in acetonitrile (246 mL) at 70° C. The mixture was slowly cooled with stirring. The resulting crystal was collected by filtration, washed with acetonitrile, and dried under reduced pressure to obtain (1S)-1-(2-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline (2S,3S)-2,3-bis[(4-methylbenzoyl)oxy]succinate (16.193 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263607B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-31e0d92887f84727a80c929ebab8a774 |
| Source note | uspto-grants-2012_09 |