Water → HCID 13055759, compound

2.78 g (15 mmol) of p-bromo-ethylbenzene were added dropwise to a stirred suspension of 0.36 g (15 mg-atoms) of magnesium turnings in 25 ml of anhydrous tetrahydrofuran containing an iodine crystal to form a Grignard reagent and the resulting solution was added dropwise to a suspension of 2.26 g (10 mmol) of the product of Step B in 50 ml of anhydrous tetrahydrofuran. The mixture was stirred at room temperature for one hour and was poured into 200 ml of water. The mixture was extracted with 200 ml of chloroform and was filtered through a celite pad. The separated aqueous phase was extracted twice with 100 ml of chloroform and the combined organic phases were dried over anhydrous magnesium sulfate and evaporated to dryness under reduced pressure to obtain a green gum. The latter was chromatographed over 200 g of silica gel and was eluted with a 95-5 chloroform-methanol mixture to obtain 2.12 g (64% yield) of (4-ethyl-phenyl)(5-methoxy-imidazo[1,2-a] quinolin-2-yl)-methanol in the form of a green gum.

1. extractionThe mixture was extracted with 200 ml of chloroform
2. filtrationwas filtered through a celite pad
3. extractionThe separated aqueous phase was extracted twice with 100 ml of chloroform
4. dry with materialthe combined organic phases were dried over anhydrous magnesium sulfate
5. customevaporated to dryness under reduced pressure
6. customto obtain a green gum
7. customThe latter was chromatographed over 200 g of silica gel
8. washwas eluted with a 95-5 chloroform-methanol mixture

ORD record

ord-b602bc425fb946f7a9fc0fc778d2d6de

Source dataset

uspto-grants-1983_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04387098