Ethylene Glycol → HCID 68983741, compound

HRID 1518002Notes

Reaction equation

HRID 1518002 reaction equation
Cl[C:2]1[S:6][C:5]([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:4][CH:3]=1.[CH2:18](O)[CH2:19][OH:20].C1(C)C(S(O)(=O)=O)=CC=CC=1>C1(C)C=CC=CC=1>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([C:7]2([C:5]3[S:6][CH:2]=[CH:3][CH:4]=3)[O:20][CH2:19][CH2:18][O:8]2)=[CH:10][CH:11]=1)([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 69252-Methylbenzenesulfonic acidHCID 24723380(5-Chlorothiophen-2-yl)(4-nitrophenyl)methanone

Product 1

HCID 68983741HCID 68983741, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

If one were to take 2 grams (12 mMole) of commercially available (5-chloro-thiophen-2-yl)-(4-nitro-phenyl)-methanone 1 (Reike Metals, Lincoln, Nebr.) and heat it under anhydrous conditions with an excess of ethylene glycol and catalytic amounts of toluene sulfonic acid in toluene, one would obtain the protected 2-(4-nitro-phenyl)-2-thiophen-2-yl-[1,3]dioxolane (2).

Sources & evidence

ORD record
ord-5feba32fe603467089a85049d0d22aad
Source dataset
uspto-grants-2012_07
Patent number
US08232402B2

Reaction notes

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