Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 69095020 | HCID 69095020 | — |
| Product | HCID 69095144 | HCID 69095144 | 88% |
Reaction Steps
To a stirred solution of 55 (3.51 g, 8.62 mmol) in THF (43 ml) was added NaH (0.689 g, 17.23 mmol). After 15 minutes Mel (2.69 ml, 43.1 mmol) was added and the resulting suspension was allowed to stir at 0° C. for 1 h and at 21° C. for 16 h. Water was added the product was extracted with EtOAc. After the usual work-up the residue was purified via Biotage (5% to 45% EtOAc/Hexane; 40+M column) to afford 138 (3.2 g, 7.59 mmol, 88% yield) as colorless oil. LRMS (ESI): (calc.) 421.4; (found) 444.2 (MNa)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338437B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-1559a148a399400c9ac4e5546b0e299f |
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| Source note | uspto-grants-2012_12 |
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