반응 #56592

반응 방정식

(4-heptylphenyl)-1,4-diaminoanthraquinone-2-carboxylate

4-(6-Acryloyloxyhexyloxy)phenyl-1,4diaminoanthraquinone-2-carboxylate

acryloylchloride

→

(4-heptylphenyl)-4-acrylamido-1-aminoanthraquinone-2-carboxylate

수율 199.8%

용매

methylenechloride

methylenechloride

반응 조건

후처리

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued for further 60 min
3. 3
   농축The reaction mixture was then concentrated to half its volume
4. 4
   기타The afforded violet solid was further recrystallised from ethanol/methylenechloride 9/1 (v/v)

실험 절차

To a stirred solution of 0.91 g of (4-heptylphenyl)-1,4-diaminoanthraquinone-2-carboxylate (preparation analogous to example 1) in 80 ml of methylenechloride, cooled to 0° C. was added dropwise (over a period of 30 min) a solution of 0.36 g of acryloylchloride in 20 ml of methylenechloride. After stirring for 1 h at 0° C. and 30 min at room temperature, DMAP was added and stirring was continued for further 60 min. The reaction mixture was then concentrated to half its volume and passed through a silica gel column using methylenechloride as the eluent. The afforded violet solid was further recrystallised from ethanol/methylenechloride 9/1 (v/v) to give 0.88 g (4-heptylphenyl)-4-acrylamido-1-aminoanthraquinone-2-carboxylate as violet crystals; λmax. (CB 483): 572 nm.

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