HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 1-(3-Pyridinyl)cyclopropanemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 1-(pyridin-3-yl)cyclopropane-1-carboxylate | HCID 69960020 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(3-Pyridinyl)cyclopropanemethanol | HCID 18408969 | — |
Reaction Steps
To a cooled (−78° C.) solution of 7-2 (76 g, 398 mmol) in 500 mL THF was added LiAlH4 (1.0M, 250 mL, 250 mmol) gradually. The reaction mixture was stirred for 2 hr and quenched sequentially with 9.5 mL H2O, 9.5 mL 15% NaOH, and 28.5 mL H2O. The mixture was stirred overnight. Celite (50 g) was added and the mixture stirred for 20 min and filtered through a silica gel plug and concentrated to afford the desired product 7-3 as an oil which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472403B2 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-e9f7819fa4264dc0937b8638ad328468 |
| Source note | uspto-grants-2002_10 |