HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-[4-(Pyrrolidin-1-ylmethyl)phenyl]cyclopropanecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(4-Formylphenyl)cyclopropane-1-carbonitrile | HCID 86602284 | — |
| Product | 1-[4-(Pyrrolidin-1-ylmethyl)phenyl]cyclopropanecarbonitrile | HCID 66662363 | — |
Reaction Steps
A mixture of 1-(4-formylphenyl)cyclopropanecarbonitrile (0.30 g, 0.0018 mol), pyrrolidine (0.18 mL, 0.0021 mol) and sodium triacetoxyborohydride (0.74 g, 0.0035 mol) in methanol (5.0 mL, 0.12 mol) was stirred at rt for 1 h. The reaction was adjusted to be basic (pH=12) and extracted with ethyl acetate. The combined extract was washed with brine, dried, and concentrated to provide the desired product. LC-MS: 227.1 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07304081B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-020c3530c08d40d1b744a91681a9349e |
| Source note | uspto-grants-2007_12 |