HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Bromo-2,2-dimethylpentan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Ethyl 5-bromo-2,2-dimethylpentanoate | HCID 10681333 | — |
| Reactant | 6-Bromo-2-methyl-2-p-tolylhexan-1-ol | HCID 11196892 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-2,2-dimethylpentan-1-ol | HCID 11183177 | 108.1% |
Reaction Steps
According to the procedure given for the synthesis of 206e, 205a (94.0 g, 0.37 mol) was reduced with LiBH4 (12.97 g, 0.60 mol) and methanol (19.04 g, 0.60 mol) in CH2Cl2 (400 mL) to give 206a (78.0 g, 100%) as an oil. 1H NMR (DMSO-d6): δ 4.42 (s, 1H), 3.45 (t, 2H, J=6.6), 3.08 (s, 2H), 1.84-1.69 (m, 2H), 1.27 (t, 2H, J=8.3), 0.78 (s, 6H). 13C NMR (DMSO-d6): δ 69.7, 36.9, 35.7, 34.5, 27.4, 24.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084498B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-be16a387dfde4ba7a7e5354d9dfd4313 |
| Source note | uspto-grants-2011_12 |