Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 86586074 | HCID 86586074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 60104736 | HCID 60104736 | 48% |
Reaction Steps
To a precooled (−78° C.) solution of the compound from Step A (0.99 g, 1.7 mmol) in dichloromethane (30 mL) was added borontrichloride (1M in dichloromethane) (17 mL, 17.0 mmol) over a 10 min. The resulting solution was stirred at −78° C. for 1 h, allowed to warm to −15° C. and stirred for another 3 h. The reaction was quenched by addition of methanol/dichloromethane (1:1) (15 mL), stirred at −15° C. for 30 min, and pH adjusted to 7.0 by addtion of NH4OH. The mixture was evaporated in vacuo and the resulting oil purified on silica using methanol/dichloromehane (1:9) as eluent. Fractions containing the product were pooled and evaporated in vacuo to give the desired product (257 mg) as a colorless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07125855B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-7fd52de279124bd88410c83a6748f428 |
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| Source note | uspto-grants-2006_10 |
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