반응 #10091

반응 방정식

sodium triacetoxyborohydride

3-amino-phthalic acid dimethyl ester

valeraldehyde

acetic acid

→

product

수율 100.0%

3-Pentylamino-phthalic acid dimethyl ester

수율 100.0%

용매

methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction was stirred for 30 minutes
2. 2
   세척washed with water (2×100 ml), saturated aqueous sodium bicarbonate (2×100 ml), brine (100 ml)
3. 3
   건조dried (MgSO4)
4. 4
   기타The solvent was evaporated in vacuo

실험 절차

To a stirred solution of 3-amino-phthalic acid dimethyl ester (3.14 g, 15 mmol) in methylene chloride (50 ml) under a nitrogen atmosphere were added valeraldehyde (2.0 ml, 18.75 mmol) and acetic acid (5.18 ml, 90 mmol). The mixture was stirred for 5 minutes followed by addition of sodium triacetoxyborohydride (6.36 g, 30 mmol). The reaction was stirred for 30 minutes, diluted with methylene chloride (50 ml), washed with water (2×100 ml), saturated aqueous sodium bicarbonate (2×100 ml), brine (100 ml), and dried (MgSO4). The solvent was evaporated in vacuo to give 4.19 g of product (100%) that used without further purification. 1H NMR (DMSO-d6) d 7.31 (t, J=7.9 Hz, 1H), 6.81–6.75 (m, 2H), 3.85 (s, 3H), 3.82 (s, 3H), 3.15 (bs, 2H), 1.68–1.60 (m, 2H), 1.45–1.32 (m, 4H), 0.89 (t, J=6.9 Hz, 3H).

출처