반응 #2446099

반응 방정식

dichloromethane

1-naphthol

triethyl amine

naphthol

methacryloyl chloride

→

naphthalen-1-yl methacrylate

수율 90.0%

용매

water

반응 조건

후처리

1. 1
   건조An oven dried 250 mL 2 neck round bottom flask
2. 2
   기타fitted with a dropping funnel and guard tube under inert atmosphere
3. 3
   workup.ADDITIONwas added slowly over a period of 15 min at −5° C
4. 4
   온도to warm to room temperature
5. 5
   workup.STIRRINGstirred for another 2 h at room temperature
6. 6
   기타Reaction
7. 7
   기타Reaction mixture
8. 8
   workup.ADDITIONwas poured into a 500 mL
9. 9
   기타separating funnel
10. 10
    세척the organic layer was washed with water and aq. Na2CO3 The organic layer
11. 11
    세척were again washed with water
12. 12
    건조dried over anhydrous Na2SO4
13. 13
    기타DCM was removed under reduced pressure

실험 절차

An oven dried 250 mL 2 neck round bottom flask fitted with a dropping funnel and guard tube under inert atmosphere was charged with 100 mL of dry dichloromethane, 1-naphthol (1) (5.0 g, 34.6 mmol) and triethyl amine (7.0 g, 70.0 mmol). The flask was cooled to −5° C. (ice & water bath), methacryloyl chloride (2) (5.4 g, 52.0 mmol) was added slowly over a period of 15 min at −5° C. The reaction was stirred for 2 h at −5° C. and allow to warm to room temperature and stirred for another 2 h at room temperature. Reaction was monitored by TLC (until naphthol was absent). Reaction mixture was poured into a 500 mL separating funnel and the organic layer was washed with water and aq. Na2CO3 The organic layer were again washed with water and dried over anhydrous Na2SO4. DCM was removed under reduced pressure and the product was a viscous oil (compound 3) (6.61 g, yield 90%).

출처