HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Cis-(6-benzhydryl-tetrahydropyran-3-yl)-(3,4-difluoro-benzyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3,4-Difluorobenzaldehyde | HCID 588088 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Cis-(6-benzhydryl-tetrahydropyran-3-yl)-amine | HCID 11565229 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Cis-(6-benzhydryl-tetrahydropyran-3-yl)-(3,4-difluoro-benzyl)-amine | HCID 66631767 | 80.3% |
Reaction Steps
Trans-5-amino-2-diphenylmethyl-tetrahydropyran 15 (0.1 g, 0.38 mmol) was reacted with 3,4-difluorobenzaldehyde (0.055 g, 0.38 mmol) in the presence of glacial acetic acid (0.023 g, 0.38 mmol) in 1,2-dichloroethane (20 ml), and NaCNBH3 (0.03 g, 0.45 mmol) in methanol (5 ml) (Procedure D) to give compound 16j (0.12 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937189B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-7d4e1e9394a244159952df4dac766dc4 |
| Source note | uspto-grants-2015_01 |