Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 57556453 | HCID 57556453 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57556582 | HCID 57556582 | 99.2% |
Reaction Steps
To a stirred solution of methyl 5-{[tert-butyl(dimethyl)silyl]oxy}-2-methylbenzoate (step 2, 810 mg, 2.89 mmol) in dichloromethane (15 mL) was added a 0.95 M solution of diisobutylaluminum hydride in hexane (6.69 mL, 6.35 mmol) at −78° C. The mixture was stirred at −78° C. for 2 h. The reaction was quenched by addition of water (6.7 mL) at −78° C. The mixture was diluted with dichloromethane (50 mL) and hexane (50 mL), and the mixture was stirred at room temperature for 16 h. The mixture was dried over magnesium sulfate, concentrated to afford 724 mg (99%) of the title compound as a colorless oil:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07354925B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-b3c4cf6a8db54425bf340b3205321335 |
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| Source note | uspto-grants-2008_04 |
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