1-[(2-methoxyethoxy)methoxy]-4-nitroBenzene → 4-[(2-Methoxyethoxy)methoxy]aniline

To a suspension of Pd/C (0.5 g) in methanol (25 mL), 1-[(2-methoxyethoxy)methoxy]-4-nitrobenzene (2.35 g) was added to a 50 mL 3-neck RBF at room temperature under nitrogen atmosphere. Hydrogen gas was bubbled through the reaction mixture for 1-2 hr at room temperature and the reaction was monitored on TLC using chloroform:methanol (9.8:0.2) as mobile phase. After completion, the reaction mixture was filtered using Celite and washed with methanol. The combined filtrate was concentrated under reduced pressure at 40° C. to give 2.0 g of 4-[(2-methoxyethoxy)methoxy]aniline as a dark brown liquid.

1. additionwas added to a 50 mL 3-neck RBF at room temperature under nitrogen atmosphere
2. customHydrogen gas was bubbled through the reaction mixture for 1-2 hr at room temperature
3. filtrationAfter completion, the reaction mixture was filtered
4. washwashed with methanol
5. concentrationThe combined filtrate was concentrated under reduced pressure at 40° C.

ORD record

ord-13d1e85f0fac419cadcb41a79039d911

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09126950B2