Reaktion #505311

ord-8056054fafb743ed9eef8e8aba59376a

Reaktionsgleichung

CCOC(=O)CCCOc1cccc(CCCCCCBr)c1CCC(=O)OCC
4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester
CC(C)S(=O)(=O)c1cc(O)cc(Br)c1
3-bromo-5-(propane-2-sulfonyl)-phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(Br)cc(S(=O)(=O)C(C)C)c2)c1CCC(=O)OCC
4-[3-{6-[3-bromo-5-(propane-2-sulfonyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester
Ausbeute 70.0%

Edukte

CCOC(=O)CCCOc1cccc(CCCCCCBr)c1CCC(=O)OCC
4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester
CC(C)S(=O)(=O)c1cc(O)cc(Br)c1
3-bromo-5-(propane-2-sulfonyl)-phenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

A similar procedure as described in Example 40, step 6 was used, starting from 4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (632 mg, 1.34 mmol), 3-bromo-5-(propane-2-sulfonyl)-phenol (340 mg, 1.22 mmol), and potassium carbonate (337 mg, 2.44 mmol) to afford 4-[3-{6-[3-bromo-5-(propane-2-sulfonyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (567 mg, 70%) as a colorless viscous oil: ES(+)-HRMS m/e calcd for C32H45BrO8S (M+Na)+ 691.1911, found 691.1908.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08093253B2uspto-grants-2012_01