Water → (4-Chloro-2-iodophenyl)methanol

Temperature

0 °C

4-Chloro-2-iodobenzoic acid (5.0 g, 18 mmol) was dissolved in THF (40 mL) and cooled to 0° C. Borane-THF complex (1M in THF) (35 mL, 35 mmol) was added by syringe. The solution was allowed to warm to room temperature and stirred overnight. The reaction was monitored by LCMS and TLC. When the reaction was complete, water was added until gas evolution ceased and then the THF was removed under vacuum. EtOAc (100 mL) was added, and the organic layer was washed with water (3×50 mL), brine (3×50 mL), dried with MgSO4, and concentrated in vacuo resulting in a white solid.

1. temperatureto warm to room temperature
2. customthe THF was removed under vacuum
3. additionEtOAc (100 mL) was added
4. washthe organic layer was washed with water (3×50 mL), brine (3×50 mL)
5. dry with materialdried with MgSO4
6. concentrationconcentrated in vacuo
7. customresulting in a white solid

ORD record

ord-e6b0f7a1d8e24828aec6e6cd1343d05d

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07928139B2