HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 7-Bromo-2,2-dimethylheptan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | 6-Bromo-2-methyl-2-p-tolylhexan-1-ol | HCID 11196892 | — |
| Reactant | Ethyl 7-bromo-2,2-dimethylheptanoate | HCID 11265571 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-Bromo-2,2-dimethylheptan-1-ol | HCID 11310620 | 101.4% |
Reaction Steps
According to the method for the synthesis of 206e, 205g (43.0 g, 0.16 mol) was treated with LiBH4 (5.55 g; 0.25 mol) and methanol (7.75 g, 0.24 mol) in CH2Cl2 (200 mL) to give 206g (36.2 g, 98%) as a colorless, viscous oil. 1H NMR (CDCl3): δ 3.41 (t, 2H, J=6.9), 3.30 (br. s, 2H), 1.90-1.84 (m, 3H), 1.42-1.22 (m, 6H), 0.86 (s, 6H). 13C NMR (CDCl3): δ 71.9, 38.6, 35.1, 34.1, 32.9, 29.2, 24.0, 23.2. HRMS (LSIMS, nba): Calcd for C9H18Br (MH+—H2O): 205.0592. found: 205.0563.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084498B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-0a487fb0148e4ddf8b6016b175c3ffed |
| Source note | uspto-grants-2011_12 |