Benzal chloride → 1-Nonene, 9-chloro-

The so-produced nonenyl chloride (112 g; 700 mmol) was added to an equimolar amount of the 2,4-hexadiene in a 100 mL round-bottomed flask equipped with a magnetic stir bar and a reflux condenser, along with 6 g of α,α-dichlorotoluene. This solution was subsurface-sparged with nitrogen for 10 minutes. The catalyst of Example 1 (1.15 g; 1.4 mmol) was added and the reaction flask was placed in an 85° C. oil bath for 15 hours. The reaction was terminated by cooling to room temperature, followed by the addition of 300 ml of hexanes and filtering three times through 75 g of silica gel. Hexanes were removed under reduced pressure and the remaining liquid was vacuum distilled through a 2 cm×30 cm packed bed column to yield 12 g of 8-nonen-1-yl chloride (Bpt1.5 36-40° C.), 46.3 g of 8-decen-1-yl chloride (Bpt1.5 56-60° C.), 15.3 g of 8,10-dodecadien-1-yl chloride (Bpt1.5 90-91 C.), and 30.4 g of 76% purity 1,16-dichloro-8-hexadecene and high boilers that remained in the distillation pot.

1. customThis solution was subsurface-sparged with nitrogen for 10 minutes
2. customwas placed in an 85° C.
3. customfor 15 hours
4. customThe reaction was terminated
5. additionfollowed by the addition of 300 ml of hexanes
6. filtrationfiltering three times through 75 g of silica gel
7. customHexanes were removed under reduced pressure
8. distillationdistilled through a 2 cm×30 cm

ORDレコード

ord-337eee4613304a5ea5e9c311e21dd3d6

出典データセット

uspto-grants-1999_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05916983