Potassium Carbonate → HCID 57863069, compound

HRID 418116Notes

Reaction equation

HRID 418116 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]Br)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:2].[Br:30][C:31]1[CH:32]=[C:33]([OH:43])[CH:34]=[C:35]([S:37]([CH2:40][CH2:41][CH3:42])(=[O:39])=[O:38])[CH:36]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:43][C:33]2[CH:34]=[C:35]([S:37]([CH2:40][CH2:41][CH3:42])(=[O:39])=[O:38])[CH:36]=[C:31]([Br:30])[CH:32]=2)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:2]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 575864914-[3-(6-Bromo-hexyl)-2-(ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl esterHCID 57863101HCID 57863101, compound

Product 1

HCID 57863069HCID 57863069, compoundYield 97%

Procedure

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 (2.14 g, 4.53 mmol), 3-bromo-5-(propane-1-sulfonyl)-phenol (1.15 g, 4.12 mmol), and potassium carbonate (1.14 g, 8.24 mmol) to afford 4-[3-{6-[3-bromo-5-(propane-1-sulfonyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (2.67 g, 97%) as a colorless viscous oil: ES(+)-HRMS m/e calcd for C32H45BrO8S (M+Na)+ 691.1911, found 691.1905.

Sources & evidence

ORD record
ord-0a80c93b96094e89abcc9814f8ff082e
Source dataset
uspto-grants-2012_01
Patent number
US08093253B2

Reaction notes

Loading…