HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid bis-(3-trimethylsilanyl-propyl) ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Propanol, 3-(trimethylsilyl)- | HCID 76213 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | 5-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid | HCID 4281355 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid bis-(3-trimethylsilanyl-propyl) ester | HCID 54388715 | — |
Reaction Steps
The title compound was prepared from 5-{2-[2-(3-chloro-phenyl)-2-hydroxy-ethylamino]-propyl}-benzo[1,3]dioxole-2,2-dicarboxylic acid and 3-trimethylsilylpropanol according to the procedure of Example 30 as a white foam (HCl salt); 1H NMR (CDCl3) δ 0.01 (s, 18H), 0.46 (m, 4H), 1.33 (d, J=6.3 Hz, 3H), 1.70 (m, 4H), 2.80 (m, 1H), 3.18 (m, 2H), 3.46(m 2H), 4.24(t, J=7.0 Hz, 4H), 5.47 (bd, J=9.7 Hz, I H), 5.70 (bs, 1H), 6.80 (m, 3H), 7.25 (m, 2H), 7.43 (s, 1H), 8.70 (bs, 1H), 10.10 (bs, 1H); IR (KBr): 1765 cm-1 (C=O); MS (ES) m/z 650 (MH+); [α]D25 -22° (c, 1.0, CHCl3). Anal. Calcd. for C32H48ClNO7Si2 ·HCl: C, 55.96; H, 7.04; N, 2.04 Cl, 10.32; Si, 8.18. Found: C, 55.82; H, 7.21; N, 1.87; Cl, 10.22; Si, 7.76.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05914339 |
| Source dataset | uspto-grants-1999_06 |
| ORD ID | ord-0fdcfbecdf67452aaac9392e950b00c3 |
| Source note | uspto-grants-1999_06 |