3-(4-Iodophenyl)propanoic acid → 4-Iodobenzenepropanol

3-(4-iodophenyl)propanoic acid (Atlantic Research Chemicals Ltd.) (2.76 g, 10.00 mmol) were dissolved in tetrahydrofuran (100 mL) and added slowly to a suspension of lithium aluminium hydride (0.23 g, 6.00 mmol) in 100 mL tetrahydrofuran. The reaction was stirred for 3 h, then 1 N aqueous sodium hydrogen carbonate (150 mL) were added slowly and the resulting mixture was extracted with ethyl acetate (3×400 mL), the organic extracts were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified on silica gel using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated.

1. extractionthe resulting mixture was extracted with ethyl acetate (3×400 mL)
2. dry with materialthe organic extracts were dried over magnesium sulfate
3. concentrationconcentrated in vacuo
4. customThe crude product was purified on silica gel using a hexane/ethyl acetate gradient
5. concentrationconcentrated

ORD record

ord-a0b7e79b5f10482a8b87cf1a00488fbe

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09238631B2