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ChemicalBook CAS DataBase List 4-CHLOROMETHYLBENZALDEHYDE; >95%DISCONTINUED 10/25/01

4-CHLOROMETHYLBENZALDEHYDE; >95%DISCONTINUED 10/25/01 synthesis

11synthesis methods
-

Yield:73291-09-5 70%

Reaction Conditions:

with 1-pyrrolidinecarboxaldehyde;benzoyl chloride in 1,4-dioxane at 20 - 40; for 24.25 h;Sealed tube;

Steps:

4.7.1.10 Synthesis of 4-Formylbenzyl chloride (263)
General procedure: As described in general procedure II a solution of 4-formylbenzyl alcohol (163,136.2 mg, 1.00 mmol, 1.0 equiv) and FPyr (9.8 ilL, 10.2 mg, 0.10 mmol,10 mol%) in dioxane (500 ilL) was treated with BzCI (176 mg, 213 mg,1.50 mmol, 1.5 equiv) and allowed to stir for 15 mm at ambient temperatureand 24 h at 40 °C. After work up with CH2CI2 (instead of Et20) the crude material (223 mg, 98% cony., 263/363 97:3) was dissolved in toluene (0.5 mL) and loaded onto a silica gel column. Finally, chromatographic purification on silica gel (crude mass/Si02 1:20) with Et20/toluene 0.5:99.5, concentration with chloroform (3 x 2 mL) to remove residual toluene anddrying at 20 mbar furnished chloride 263 as a colorless solid (108.3 mg, 0.70 mmol, 70%). M (C8H7CIO) = 154.594 g/mol; HR-MS (El, [C8H70]j calc. 119.0491 u found 119.0500 u.

References:

UNIVERSITAET DES SAARLANDES;HUY, Peter Helmut WO2016/202894, 2016, A1 Location in patent:Page/Page column 51; 166; 170

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