Ethanol hydrochloride → HCID 86598219, compound

HRID 501774Notes

Reaction equation

HRID 501774 reaction equation
[C:1]([CH2:4][CH2:5][C:6]1[CH:22]=[C:21]([C:23](=[O:37])[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:26][C:25]=2[OH:36])[CH:20]=[CH:19][C:7]=1[O:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=1)([OH:3])=[O:2].Cl.[CH2:39](O)[CH3:40]>C(Cl)Cl>[CH:31]1([O:30][C:27]2[CH:28]=[CH:29][C:24]([C:23]([C:21]3[CH:20]=[CH:19][C:7]([O:8][CH2:9][C:10]4[CH:11]=[CH:12][C:13]([C:14]([OH:16])=[O:15])=[CH:17][CH:18]=4)=[C:6]([CH2:5][CH2:4][C:1]([O:3][CH2:39][CH3:40])=[O:2])[CH:22]=3)=[O:37])=[C:25]([OH:36])[CH:26]=2)[CH2:32][CH2:33][CH2:34][CH2:35]1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 23021561HCID 23021561, compound

Product 1

HCID 86598219HCID 86598219, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.32 g of 4-({2-(2-carboxyethyl)-4-[4-(cyclopentyloxy)-2-hydroxybenzoyl]phenoxy}-methyl)benzoic acid was suspended in 3.3 mL of methylene chloride, to which 3.3 mL of 4M hydrogen chloride-ethanol was added, and this mixture was stirred for 7 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and then the resultant residue was purified by silica gel column chromatography [eluent; chloroform:ethanol=10:1] to yield 1.76 g of 4-{[4-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-(3-ethoxy-3-oxopropyl)phenoxy]methyl} benzoic acid as white solid.

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe resultant residue was purified by silica gel column chromatography [eluent; chloroform:ethanol=10:1]

Sources & evidence

ORD record
ord-9a4ab1648dd44dae99bd4a7ba780912c
Source dataset
uspto-grants-2010_08
Patent number
US07772285B2

Reaction notes

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