Methylamine → 3-iodo-N-methylbenzamide

To a cooled (0° C.) solution of 3-iodobenzoyl chloride (2.66 g; 10.0 mmol) in DCM (10 mL) was slowly added a 2 M solution of methylamine in THF (10 mL, 2.0 eq.). Upon completion of the addition, the ice bath was removed and the mixture was stirred overnight. All volatiles were removed in vacuo and the residue was treated with aq. NaHCO3 (25 mL) and subsequently extracted with ethyl acetate (3×15 mL). The combined organic layers were dried over MgSO4 and evaporated. The crude product was purified by column chromatography on silica gel to give the desired 3-iodo-N-methylbenzamide (0.67 g, 26% yield).

1. additionUpon completion of the addition
2. customthe ice bath was removed
3. customAll volatiles were removed in vacuo
4. additionthe residue was treated with aq. NaHCO3 (25 mL)
5. extractionsubsequently extracted with ethyl acetate (3×15 mL)
6. dry with materialThe combined organic layers were dried over MgSO4
7. customevaporated
8. customThe crude product was purified by column chromatography on silica gel

ORDレコード

ord-830e194d6d7744bfa5c1b01df3bebe8a

出典データセット

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08642611B2