Salicylaldehyde → Salicylaldehyde oxime

Temperature

80 °C

Optically active Salicylideneaminoalcohol compound were synthesized from optically active aminoalcohols and salicylaldehyde derivatives as in Reference Example 1 To a 100 ml Schlenk, 0.2 mmol of (R)-N-(5-nitrosalicylidene)-2-amino-1,1-di(2-butoxy-5-t-butylphenyl)-1-propanol were added 35.9 mg(0.18 mmol) of copper acetate monohydrate and 50 ml of toluene, and the resulting mixture was reacted for 1 hour under stirring at 80° C. The reaction mixture was cooled to a room temperature, and an aqueous solution of 40 mg of sodium hydroxide dissolved in 30 ml of water was added thereto. The mixture was transferred to a separatory funnel, and was thoroughly stirred, settled and the separated aqueous layer was removed. 10 ml of water was added thereto, stirred again and settled. The oily layer was transferred to a Schlenk tube and azeotropically dehydrated under heating to give the product. The product was diluted with toluene to make a 50 ml toluene solution of the optically active copper complex catalyst mixture.

1. customthe resulting mixture was reacted for 1 hour
2. temperatureThe reaction mixture was cooled to a room temperature
3. additionwas added
4. customThe mixture was transferred to a separatory funnel
5. stirringwas thoroughly stirred
6. customthe separated aqueous layer was removed
7. addition10 ml of water was added
8. stirringstirred again
9. customThe oily layer was transferred to a Schlenk tube
10. temperatureunder heating
11. customto give the product

ORD record

ord-041631653545448c9abc1d234ca87afe

Source dataset

uspto-grants-2002_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06469198B2