反应详情

A mixture of 3-bromomethyl-1,8-dihydroxy-9,10-anthraquinone (456 mg) and bis(2-hydroxyethyl)amine (600 mg) in N,N-dimethylformamide (20 mL) is stirred for 2 hours, and then partitioned between chloroform (100 mL) and water (100 mL). The organic layer is separated, washed with water (50 mL× 3), dried over sodium sulfate, and then concentrated to dryness. The residue is chromatographed on a silica gel column using chloroform-methanol (15:1 v/v) as the eluent. Upon concentration of the major fraction, 3-[N,N-bis(2-hydroxyethyl)amino] methyl-1,8-dihydroxy-9,10-anthraquinone is obtained as a solid: 1H NMR (CDCl3)δ: 2.77 (4H, t, NCH2CH2O), 3.78 (4H, t, NCH2CH2O), 4.78 (2H, s, CH2N=), 7.21-7.29 (5H, m, aromatic H), 11.95 (1H, s, OH), 12.00 (1H, s, OH).

1. custompartitioned between chloroform (100 mL) and water (100 mL)
2. customThe organic layer is separated
3. washwashed with water (50 mL× 3)
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated to dryness
6. customThe residue is chromatographed on a silica gel column