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 | US07705177B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-198a4479282442e8b8b19a6c33d0e5e4 |
| Source note | uspto-grants-2010_04 |