反応 #963256

反応方程式

2-bromoisobutyryl bromide

2-Azidoethanol

Et3N

Et3N

→

2-Azidoethyl-2-bromo-2-methylpropanoate

溶媒

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   その他equipped with a condenser and a dropping funnel
2. 2
   その他After the flask was immersed into an ice-water bath
3. 3
   洗浄Twenty-four hours later, the reaction mixture was washed successively with 1 M HCl (3×200 mL) solution
4. 4
   乾燥The organic phase was dried over anhydrous MgSO4 overnight
5. 5
   ろ過After filter
6. 6
   その他removal of methylene chloride
7. 7
   その他on a rotary evaporator
8. 8
   workup.DISTILLATIONthe obtained residues were distilled under reduced pressure
9. 9
   その他to give a colorless viscous liquid

実験手順

2-Azidoethanol (17.40 g, 0.2 mol), freshly distilled methylene chloride (150 mL), and Et3N (21.21 g, 0.21 mol) were added into a three-neck round-bottom flask equipped with a condenser and a dropping funnel. Under nitrogen atmosphere and magnetic stirring, freshly distilled anhydrous methylene chloride (150 mL), DMAP (1.7 g, 14 mmol), and freshly distilled anhydrous Et3N (46.5 g, 0.46 mol) were sequentially added. After the flask was immersed into an ice-water bath, 2-bromoisobutyryl bromide (48.28 g, 0.21 mol) was added dropwise into the previous solution. Twenty-four hours later, the reaction mixture was washed successively with 1 M HCl (3×200 mL) solution and deionized water (1×200 mL). The organic phase was dried over anhydrous MgSO4 overnight. After filter and removal of methylene chloride on a rotary evaporator, the obtained residues were distilled under reduced pressure to give a colorless viscous liquid. The yield was: 33.4 g, 70%. 1H NMR (CDCl3, δ, ppm): 4.24 (t, 2H, N3CH2CH2), 3.52 (t, 2H, N3CH2), 1.96 (s, 6H, (CH3)2Br).

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