Sodium borohydride → 1154690-66-0

Temperature

-5 °C

Into a 250-mL 3-necked round-bottom flask, was placed a solution of (E)-2-(4-methoxybenzylideneamino)propan-1-ol (15 g, 77.72 mmol, 1.00 equiv) in methanol (150 mL). This was followed by the addition of NaBH4 (5.88 g, 155.56 mmol, 2.00 equiv) in several batches at −10-0° C. The resulting solution was stirred for 2 hs at −10-0° C. in an ice/salt bath. The resulting mixture was concentrated under vacuum and diluted with 200 mL of water. The resulting aqueous solution was extracted with 3×100 mL of ethyl acetate and the organic layers was combined and dried over anhydrous magnesium sulfate, concentrated under vacuum. This resulted in 11.1 g (73%) of 2-(4-methoxybenzylamino)propan-1-ol as a white solid.

1. customInto a 250-mL 3-necked round-bottom flask, was placed
2. concentrationThe resulting mixture was concentrated under vacuum
3. additiondiluted with 200 mL of water
4. extractionThe resulting aqueous solution was extracted with 3×100 mL of ethyl acetate
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated under vacuum
7. customThis resulted in 11.1 g (73%) of 2-(4-methoxybenzylamino)propan-1-ol as a white solid

ORD record

ord-2e876924fc854e639154f208e109630b

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08916560B2