4-(Butylthio)benzoic acid → 2-Butylsulphanyl-5-thiophenecarboxylic acid

Reaction equation

[CH2:1]([S:5][C:6]1C=C[C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].BrC1[S:17]C(SCCCC)=CC=1.C([Li])CCC>>[CH2:1]([S:5][C:6]1[S:17][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 3

HCID 4217574-(Butylthio)benzoic acid

HCID 233673822-Bromo-5-butylsulphanylthiophene

HCID 178418339Butyllithium

Product 1

HCID 47392392-Butylsulphanyl-5-thiophenecarboxylic acid

Procedure

The experimental procedure is as described for compound 2, with use of compound 7 (8.99 g, 0.036 mol) and n-butyllithium (15.0 ml, 2.5M in hexane. 0.037 mol). A white solid was obtained.

Workup

customA white solid was obtained

Sources & evidence

ORD record: ord-8312f6130b0a407f94984926913223b6
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05578242

Reaction notes

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