4-Bromobenzoyl chloride → HCID 57679545、化合物

温度

0 °C

1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene (2 g, 9.9 mmol) and 4-bromobenzoyl chloride (2.17 g, 9.9 mol) were dissolved in 20 mL of CH2Cl2 and cooled to 0° C. using an ice-water-NaCl bath. AlCl3 (3.95 g, 29.7 mmol) was added in portions at over 5 min. The dark reaction mixture was allowed to stir at 0° C. for 5 min. The reaction was quenched by slow addition of ice at 0° C. The mixture was diluted with water and 150 mL of EtOAc was added and the layers were separated. The aqueous layer was washed with additional EtOAc (150 mL). The combined organic layers were washed with water (200 mL) and brine (100 mL) and dried over MgSO4. The filtrate was concentrated in vacuo to yield a yellow foamy solid residue that was recrystallized from MeOH (40 mL).

1. customThe dark reaction mixture
2. customThe reaction was quenched by slow addition of ice at 0° C
3. additionThe mixture was diluted with water and 150 mL of EtOAc
4. additionwas added
5. customthe layers were separated
6. washThe aqueous layer was washed with additional EtOAc (150 mL)
7. washThe combined organic layers were washed with water (200 mL) and brine (100 mL)
8. dry with materialdried over MgSO4
9. concentrationThe filtrate was concentrated in vacuo
10. customto yield a yellow foamy solid residue that
11. customwas recrystallized from MeOH (40 mL)

ORDレコード

ord-3a72dfacf593485f82a5270b7e1408f3

出典データセット

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07531695B2