Potassium Carbonate → HCID 59496826, compound

HRID 417025Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:37])[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:21][C:22]2[CH:27]=[C:26]([OH:28])[CH:25]=[C:24]([Br:29])[CH:23]=2)[C:10]=1[CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH3:2].I[CH2:39][CH:40]1[CH2:44][CH2:43][CH2:42][CH2:41]1.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:3][C:4](=[O:37])[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:21][C:22]2[CH:27]=[C:26]([O:28][CH2:39][CH:40]3[CH2:44][CH2:43][CH2:42][CH2:41]3)[CH:25]=[C:24]([Br:29])[CH:23]=2)[C:10]=1[CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH3:2]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 2762531(Iodomethyl)cyclopentane

HCID 59496799HCID 59496799, compound

Product 1

HCID 59496826HCID 59496826, compoundYield 71,458.602%

Procedure

A similar procedure as described in Example 43, step 3 was used, starting from 4-[3-[6-(3-bromo-5-hydroxy-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (600 mg, 1.03 mmol), iodomethylcyclopentane (260 mg, 1.24 mmol), and potassium carbonate (356 mg, 2.57 mmol) to afford 4-[3-[6-(3-bromo-5-cyclopentylmethoxy-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (487 g, 73%) as a colorless viscous oil: EI(+)-LRMS m/e calcd for C35H49BrO7 (M+H)+ 663.45. found 663.5.

Sources & evidence

ORD record: ord-2700db8c632640068329c0c472bbcb8b
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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