反応 #2446099

反応方程式

dichloromethane

1-naphthol

triethyl amine

naphthol

methacryloyl chloride

→

naphthalen-1-yl methacrylate

収率 90.0%

溶媒

water

反応条件

後処理

1. 1
   乾燥An oven dried 250 mL 2 neck round bottom flask
2. 2
   その他fitted 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
   温度to warm to room temperature
5. 5
   workup.STIRRINGstirred for another 2 h at room temperature
6. 6
   その他Reaction
7. 7
   その他Reaction mixture
8. 8
   workup.ADDITIONwas poured into a 500 mL
9. 9
   その他separating funnel
10. 10
    洗浄the organic layer was washed with water and aq. Na2CO3 The organic layer
11. 11
    洗浄were again washed with water
12. 12
    乾燥dried over anhydrous Na2SO4
13. 13
    その他DCM was removed under reduced pressure

実験手順

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%).

出典