1,5-Dibromopentane → HCID 58152956, compound

To a solution of furan-2,4(3H,5H)-dione (500 mg, 5.0 mmol) in THE (10 ml) is added K2CO3 (2.5 g, 18.1 mmol) and the mixture is stirred at room temperature for 3 hours under nitrogen atmosphere. To the reaction mixture is added a solution of 1,5-dibromopentane (5.0 g, 21.7 mmol) in THE (10 ml), slowly over 30 minutes. It is then stirred vigorously at room temperature for one day. The reaction mixture is then partitioned between CH2Cl2 (100 ml) and saturated NH4Cl (50 ml). The organic phase is extracted with CH2Cl2 (3×50 ml), and the combined organic phase is washed with brine (50 ml), dried over MgSO4 and concentrated. The resulting crude product is purified by column chromatography over silica gel eluting with 20% ethyl acetate to give a pure product.

1. waitslowly over 30 minutes
2. stirringIt is then stirred vigorously at room temperature for one day
3. customThe reaction mixture is then partitioned between CH2Cl2 (100 ml) and saturated NH4Cl (50 ml)
4. extractionThe organic phase is extracted with CH2Cl2 (3×50 ml)
5. washthe combined organic phase is washed with brine (50 ml)
6. dry with materialdried over MgSO4
7. concentrationconcentrated
8. customThe resulting crude product is purified by column chromatography over silica gel eluting with 20% ethyl acetate
9. customto give a pure product

ORD record

ord-90d734cff1364e44a0c6dc1c9fead090

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08981100B2