Allyl bromide → HCID 131726277, Verbindung

resin 2 (0.65 mmol g−1 (est.), 1.49 g) in dry DCM (25 cm3) were treated with PBr3 (2.28 mmol, 216 mm3) at 20° C. for 12 h. The resin was filtered off, washed with DCM (200 cm3), dried at air and transferred to a flask with DMF (20 cm3) and THIQ (5.7 mmol, 725 mm3) was added. The resin was stirred at r.t. for 24 h, washed with DMF, MeOH, DCM, and MeOH. It was dried under high vacuum. 1.45 g (0.5 mmol g−1 (est.)) of it was resuspended in DMF (10 cm3) and allyl bromide (150 mm3, 1.7 mmol) was added. After 5 d at 20° C. the solid was filtered off, washed with DMF (100 cm3) and DCM (100 cm3). The resin was then treated with DIPEA (1.00 mmol, 175 mm3) in DCM (25 cm3). After 2 days the solid material was filtered off and washed with DCM and MeOH. Yield of resin 3 1.28 g (max. est. yield: 1.25 g). The solvent was removed from the filtrate and gave analytical pure 4 (0.47 mmol, 120 mg, 59%) as a white solid.

1. filtrationThe resin was filtered off
2. washwashed with DCM (200 cm3)
3. customdried at air
4. additionwas added
5. washwashed with DMF, MeOH, DCM, and MeOH
6. customIt was dried under high vacuum
7. filtrationAfter 5 d at 20° C. the solid was filtered off
8. washwashed with DMF (100 cm3) and DCM (100 cm3)
9. filtrationAfter 2 days the solid material was filtered off
10. washwashed with DCM and MeOH
11. customThe solvent was removed from the filtrate

ORD-Eintrag

ord-9509a590137e498dae6fd5594241a132

Quelldatensatz

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07183367B2