2-(4-Tert-butylphenoxy)acetic acid → HCID 69504518, compound

HRID 1268950Notes

Reaction equation

HRID 1268950 reaction equation
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([OH:13])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C(Cl)=O.[CH2:22]([C@H:29]1[CH2:33][O:32][C:31](=[O:34])[NH:30]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C([Li])CCC>CCCCCC>[CH2:22]([C@H:29]1[CH2:33][O:32][C:31](=[O:34])[N:30]1[C:11](=[O:13])[CH2:10][O:9][C:8]1[CH:7]=[CH:6][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:15][CH:14]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

6

Reactant 4

HCID 157182-(4-Tert-butylphenoxy)acetic acidHCID 65578Oxalyl chlorideHCID 736225(S)-4-Benzyl-2-oxazolidinoneHCID 178418339Butyllithium

Product 1

HCID 69504518HCID 69504518, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The target compound (28.3 g) was obtained as colorless crystals by carrying out the reaction and the post-treatment according to Reference example 20(a) using 4-t-butylphenoxyacetic acid (17.0 g), oxalyl chloride (17.8 ml), (S)-4-benzyl-2-oxazolidinone (14.2 g) and a solution of n-butyl lithium in hexane (1.61N, 50.4 ml).

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-56e271750d2646f19d9aff97610c3722
Source dataset
uspto-grants-2007_04
Patent number
US07199139B2

Reaction notes

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