Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 12080539 | HCID 12080539 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 12080540 | HCID 12080540 | — |
Reaction Steps
Lithium borohydride (718 mg, 33 mmol) was added to a solution of ester 19 (2.9 g, 11.2 mmol) in ether (50 mL) at 0° C. After having stirred for 5 min, MeOH (1.05 g, 33 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 NaOH (3N) and stirred. The organic layer was seperated and washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified via FCC (silica gel, 1:1, hexane/CH2Cl2) to give 2.57 g of the above named alcohol 20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06586462B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-00caed68d47a45e2b1b2914477e62f2f |
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| Source note | uspto-grants-2003_07 |
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