HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol → 2-(2-(3-(4-(Tert-butyldimethylsilyloxy)butoxy)phenoxy)ethyl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol | HCID 186403 | — |
| Reactant | 2-[2-(3-Hydroxy-phenoxy)-ethyl]-isoindole-1,3-dione | HCID 58027534 | — |
| Product | 2-(2-(3-(4-(Tert-butyldimethylsilyloxy)butoxy)phenoxy)ethyl)isoindoline-1,3-dione | HCID 67316334 | — |
Reaction Steps
Mitsunobu reaction of phenol 24 with 4-(tert-butyldimethylsilanyloxy)butan-1-ol gave 2-(2-(3-(4-(tert-butyldimethylsilyloxy)butoxy)phenoxy)ethyl)isoindoline-1,3-dione as yellow oil. Yield (1.3 g, 78%): 1H NMR (400 MHz, CDCl3) δ 7.84-7.87 (m, 2H), 7.70-7.74 (m, 2H), 7.10-7.14 (m, 1H), 6.42-6.49 (m, 3H), 4.20 (t, J=5.6 Hz, 2H), 4.10 (t, J=5.6 Hz, 2H), 3.92 (t, J=6.6 Hz, 2H), 3.66 (t, J=5.6 Hz, 2H), 1.78-1.86 (m, 2H), 1.61-1.69 (m, 2H), 0.89 (s, 9H), 0.06 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993807B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-bd7a47f96b304dfcaa66cf6a83ee41cf |
| Source note | uspto-grants-2015_03 |