Acetic Acid → HCID 59556406, Verbindung

To a solution of 6-formyl-benzo[b]thiophene-2-carboxylic acid ethyl ester (1.05 g, 4.48 mmol) and 4-methoxy-benzylamine (0.76 mL, 5.86 mmol) in anhydrous dichloroethane (40 mL) were added sodium triacetoxyborohydride (2.87 g, 13.5 mmol) and acetic acid (0.25 mL, 4.4 mmol). After the reaction was complete, the reaction mixture was diluted with 60 mL of CH2Cl2 and 40 mL of saturated NaHCO3. The organic layer was separated, washed with 50 mL of water, 50 mL of brine and then dried over Na2SO4. After filtration, the filtrate was concentrated and the residue was purified by flash column chromatography to give 6-[(4-methoxy-benzylamino)-methyl]-benzo[b]thiophene-2-carboxylic acid ethyl ester as a white solid. MS (EI): cal'd 356.1 (MH+), exp 356.1 (MH+).

1. customThe organic layer was separated
2. washwashed with 50 mL of water, 50 mL of brine
3. dry with materialdried over Na2SO4
4. filtrationAfter filtration
5. concentrationthe filtrate was concentrated
6. customthe residue was purified by flash column chromatography

ORD-Eintrag

ord-d26f35f1de034c09b54ac0996f4c71db

Quelldatensatz

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07935724B2