4'-Methoxyacetophenone dimethyl acetal synthesis

9synthesis methods

Product Name:4'-Methoxyacetophenone dimethyl acetal
CAS Number:27150-99-8
Molecular formula:C11H16O3
Molecular Weight:196.24

100-06-1 Synthesis

100-06-1
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149-73-5 Synthesis

149-73-5
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27150-99-8
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Yield:27150-99-8 88%

Reaction Conditions:

with Pd(PhCN)₂(OTf)₂ in methanol at 20;Inert atmosphere;

Steps:

4-Bromobenzaldehyde Dimethyl Acetal (1); Typical Procedure

General procedure: An oven-dried, argon-flushed, 10 mL round-bottomed flask wascharged with 4-bromobenzaldehyde (92.5 mg, 0.5 mmol, 1.0equiv) and HC(OMe)3 (0.16 mL, 1.5 mmol, 3.0 equiv). To thismixture was added a preformed solution of Pd(PhCN)2(OTf)2(0.2 mL, 0.0025 mmol, 0.5 mol%), generated in situ fromPd(PhCN)2Cl2 (0.96 mg, 0.0025 mmol, 0.5 mol%) and AgOTf(1.29 mg, 0.005 mmol, 1 mol%) in anhyd CH2Cl2 (0.2 mL). The resulting mixture was stirred at r.t. until the reaction was complete(TLC) then directly purified by flash column chromatography[silica gel, hexanes-EtOAc (4:1) + Et3N (1%)] to give a colorlessoil; yield: 112 mg (97%).

References:

Green, Shawn D.;Kindoll, Tyler;Lazaro-Martinez, Brenda;Mensah, Enoch A.;West, Jesse [Synlett,2019,vol. 30,# 15,p. 1810 - 1814]

67-56-1 Synthesis