HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Cis-(6-benzhydryl-tetrahydropyran-3-yl)-(4-fluoro-benzyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| 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)-(4-fluoro-benzyl)-amine | HCID 66631535 | 82% |
Reaction Steps
Trans-5-amino-2-diphenylmethyl-tetrahydropyran 15 (0.21 g, 0.79 mmol) was reacted with 4-fluorobenzaldehyde (0.098 g, 0.79 mmol) in the presence of glacial acetic acid (0.047 g, 0.79 mmol) in 1,2-dichloroethane (20 ml), and then reduced by NaCNBH3 (0.059 g, 0.95 mmol) in methanol (5 ml) (Procedure D) to give compound 16b (0.24 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937189B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-e5530f698e3741d085d358079e9f56c4 |
| Source note | uspto-grants-2015_01 |