HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 12601891, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Borane | HCID 6331 | — |
| Reactant | 4-(Trifluoromethyl)phthalic acid | HCID 599039 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12601891 | HCID 12601891 | 99.9% |
Reaction Steps
To a solution of 4-trifluoromethylbenzene-1,2-dicarboxylic acid (5.85 g, 25 mmol) in THF (50 mL) at −78° C. was added borane in THF (1.0 M, 75 mL) and the mixture was stirred for 10 minutes. The mixture was then allowed to warm to room temperature and stirred overnight. Methanol (30 mL) was added and solvents were evaporated. The mixture was partitioned between ether and aqueous hydrochloric acid (1N). The organic layer was washed with brine and concentrated sodium bicarbonate solution. After the evaporation of solvents, colorless oil was obtained as (2-hydroxymethyl-4-trifluoromethyl-phenyl)-methanol (5.15 g). 1H-NMR (CDCl3) □ 7.58 (m, 2H), 7.51 (s 1H), 4.79 (s, 4H), 2.88 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652053B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-b30e4d2bcfa4482dba369db13e2bb663 |
| Source note | uspto-grants-2010_01 |