Methylamine → HCID 12810606、化合物

温度

0 °C

A slurry of methyl isophthalate (5.10 g, 0.028 mol) in CH2Cl2 (100 ml) at room temperature was treated with oxalyl chloride (6.0 ml) followed by DMF (3 drops). The resultant mixture was stirred under reflux (90 mins). The resultant mixture was cooled to room temperature, the solvent removed by evaporation and the residue azeotroped with CH2Cl2. The resultant mixture was dissolved in THF (100 ml), cooled to 0° C. and treated with a solution of methylamine (2M, 28 ml, 56 mmol) in THF. The mixture was allowed to warm to room temperature overnight, solvent removed by evaporation and resultant mixture was partitioned between ethyl acetate (200 ml) and water (200 ml). The organic layer separated and washed with sat aq NaHCO3, sat aq brine, and dried over MgSO4. Removal of the drying agent by filtration followed by evaporation of the solvent gave the desired product (white solid, 4.60 g, 79%). 1H NMR (CDCl3) δ 3.00 (d, 3H), 4.00 (s, 3H), 6.30 (s, br, 1H), 7.50 (t, 1H), 8.00 (d, 1H), 8.20 (d, 1H), 8.40 (s, 1H). LRMS m/z=211.1 (M+18)+.

1. temperatureunder reflux (90 mins)
2. customthe solvent removed by evaporation
3. customthe residue azeotroped with CH2Cl2
4. dissolutionThe resultant mixture was dissolved in THF (100 ml)
5. temperatureto warm to room temperature overnight
6. customsolvent removed by evaporation and resultant mixture
7. customwas partitioned between ethyl acetate (200 ml) and water (200 ml)
8. customThe organic layer separated
9. washwashed with sat aq NaHCO3
10. dry with materialdried over MgSO4
11. customRemoval of the drying agent
12. filtrationby filtration
13. customfollowed by evaporation of the solvent

ORDレコード

ord-cc2412fca58746529604fb19642a8702

出典データセット

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06417203B1