4-Phenoxybutyl bromide synthesis
- Product Name:4-Phenoxybutyl bromide
- CAS Number:1200-03-9
- Molecular formula:C10H13BrO
- Molecular Weight:229.11
Yield: 75%
Reaction Conditions:
with potassium carbonate;potassium hydroxide in acetoneReflux;
Steps:
3.2. General Procedure for the Preparation of Compounds 3a-d and 4a-d
General procedure: 1,4-Dibromobutane, 1-bromo-4-fluorobutane, (2E)-1,4-dibromo-2-butene or 1-bromo-3-methyl-2-butene(3.0 mmol) was added to a solution of benzene (3a-d) or aniline (4a-d) (3.5 mmol), KOH(1 mmol), and K2CO3 (4 mmol) in acetone (20 mL), respectively. The reaction was heated atreflux detected with TLC. Then, the crude products were further purified by silica chromatography(CHCl3/MeOH 50/1) to give compounds 3a-d and 4a-d (Scheme 2).(4-Bromobutoxy) benzene (3a): White oil; yield: 75%; m.p., 40-41 °C; 1H-NMR (CHCl3-d, 400 MHz) δ:1.74-1.78 (m, 2H), 1.80-1.86 (m, 2H), 3.51 (t, 2H, J = 8.0 Hz), 4.08 (t, 2H, J = 8.0 Hz), 6.99 (dd, 2H,mboxemphJ = 8.0 Hz, 2.4 Hz), 7.03 (dd, 1H, J = 8.0 Hz, 2.4 Hz), 7.37-7.40 (m, 2H).
References:
Pan, Le;Lei, Dongyu;Jin, Lu;He, Yuan;Yang, Qingqing [Molecules,2018,vol. 23,# 11,art. no. 3002]
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