Lithium Hydroxide → 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid

HRID 719719Notes

Reaction equation

HRID 719719 reaction equation
O(CCSCC1C=CC(C2C=CC=C(C(O)=O)C=2)=CC=1)C1C=CC=CC=1.C([O:29][C:30]([C:32]1[C:33]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2[CH2:44][S:45][CH2:46][CH2:47][O:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[CH:34][CH:35]=[CH:36][CH:37]=1)=[O:31])C.[OH-].[Li+]>C1COCC1.O1CCOCC1>[O:48]([CH2:47][CH2:46][S:45][CH2:44][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=1[C:33]1[C:32]([C:30]([OH:31])=[O:29])=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 218999924'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acidHCID 586106022'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid ethyl ester

Product 1

HCID 218999762'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 22018518Dioxane tetrahydrofuranSolvent

Procedure

2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid was synthesized as described for 4′-(2-phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acid. 2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid ethyl ester (4.4 g, 11.21 mmol, 1 eq.) in 30% aqueous THF/dioxane was treated with lithium hydroxide (0.81 g, 33.63 mmol, 3 eq.). When complete, the reaction was worked up as described leaving a brown oil

Workup

  1. customas described leaving a brown oil

Sources & evidence

ORD record
ord-2bd4cb18241f4096a544103f5dd52feb
Source dataset
uspto-grants-2006_11
Patent number
US07132456B2

Reaction notes

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