Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 68880526 | HCID 68880526 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69468650 | HCID 69468650 | — |
Reaction Steps
Lithium borohydride (435 mg, 20 mmol) was added to a solution of ester 3 (2.3 g, 10 mmol) in Et2O (20 mL) at 0° C. After having stirred for 5 min, MeOH (640 mg, 20 mmol) was added dropwise and stirring continued at 0° C. until effervescence ceased. The mixture was warmed to 23° C. and was allowed to stir an additional hour, at which time the mixture was poured into 3N NaOH and stirred an additional 0.5 h. The organic layer was separated and washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude alcohol 4 was purified by FCC (silica gel, 1:1 hexane/CH2Cl2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06710072B2 |
|---|
| Source dataset | uspto-grants-2004_03 |
|---|
| ORD ID | ord-e8d2db6b2bb245758b29d14e1d47ad79 |
|---|
| Source note | uspto-grants-2004_03 |
|---|