Benzenepropanal, 3,4-dichloro- synthesis
- Product Name:Benzenepropanal, 3,4-dichloro-
- CAS Number:20795-47-5
- Molecular formula:C9H8Cl2O
- Molecular Weight:203.07
39960-05-9
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Yield:20795-47-5 79%
Reaction Conditions:
with Dess-Martin periodane in dichloromethane at 20; for 1 h;
Steps:
Intermediate 9B. 3-(3,4-dichlorophenyl)propanal
(3,4-dichlorophenyl)propanal[00171] Intermediate 9A (4.9 g, 24 mmol) in DCM (50 mL) was added slowly to a suspension of Dess-Martin periodinane (15.5 g, 36.6 mmol) in DCM (50 mL). The mixture was stirred at rt for 1 h, then quenched with saturated NaHC03 (50 mL) followed by the addition of 20% sodium thiosulfate (50 mL). The reaction mixture was stirred till both organic layer and aqueous layer became clear. The organic layer was separated, and the aqueous layer was extracted by DCM once more. The combined organic layers were dried over MgS04, filtered and concentrated. The residue was dry loaded onto silica and purified by silica gel chromatography(EtOAc/Hexanes 0-10% over 20 min, column 120g, flow rate 85 mL/min) to give Intermediate 9B (3.9 g, 19 mmol, 79 % yield) as a pale yellow oil.
References:
WO2013/48930,2013,A1 Location in patent:Paragraph 00171
25173-68-6
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6287-38-3
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7116-47-4
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