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ChemicalBook CAS DataBase List 4-(N,N-Diphenylamino)benzaldehyde

4-(N,N-Diphenylamino)benzaldehyde synthesis

10synthesis methods
-

Yield:4181-05-9 73%

Reaction Conditions:

with sodium acetate trihydrate;magnesium sulfate;trichlorophosphate in methanol

Steps:

1.1 Synthesis of 4-(diphenylamino)benzaldehyde
EXAMPLE 1-1 Synthesis of 4-(diphenylamino)benzaldehyde 30 mL of dimethylformaldehyde (DMF) was put into a 250 mL flask, cooled to 0° C. and 3.8 mL of POCl3 was slowly added thereto. Then, 10 g of triphenylamine was added to the resultant mixture and heated to 70° C. for 5 hours. The reaction container was cooled to room temperature and then a reactant solution was poured into ice water. Subsequently, 40 g of sodium acetate trihydrate was put for neutralization and then an organic layer was separated with methylenechloride. The obtained organic layer was dried using magnesium sulfate and methylenechloride was removed under reduced pressure, yielding a product. The product was recrystallized using methanol and a light yellow solid was finally obtained, yielding 73% of a desired product. Data of NMR spectra confirmed that the product had the same structure as 4-(diphenylamino)benzaldehyde, that is, the compound (1) in the reaction scheme 2.

References:

Lee, Jeong Ik;Chu, Hye Yong;Lee, Hyoyoung;Oh, Ji Young;Kim, Seong Hyun;Do, Lee-Mi;Zyung, Taehyoung;Lee, Jaemin;Jung, Byung-Jun;Shim, Hong-Ku US2003/87127, 2003, A1

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