Toluene → HCID 21255858, compound

HRID 618827Notes

Reaction equation

HRID 618827 reaction equation
C([O:3][CH:4]([O:14][CH2:15][CH3:16])[CH2:5][P:6]([O:11]CC)(OCC)=O)C.BrC[CH:19](O)[CH2:20]O.[C:23]1(C)C=CC=C[CH:24]=1>C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:23]([P:6]([CH2:5][CH:4]1[O:3][CH2:16][CH2:15][O:14]1)([CH2:19][CH3:20])=[O:11])[CH3:24]

Participants

5

Reactant 3

HCID 1140TolueneHCID 208273-Bromo-1,2-propanediolHCID 82071Diethyl (2,2-diethoxyethyl)phosphonate

Product 1

HCID 21255858HCID 21255858, compound

Reagents, catalysts & solvents 1

HCID 6101p-Toluenesulfonic acidCatalyst

Procedure

Diethylphosphonoacetaldehyde diethylacetal (VIIa) was condensed with 3-bromo-1,2-propanediol (Va) in the presence of p-toluenesulfonic acid as a catalyst and reflux in toluene to yield 2-diethylphosphinoylmethyl-1,3-dioxolane of formula (IId) as a mixture of cis and trans isomers;

Sources & evidence

ORD record
ord-28f763d1a48a439da5d13db97540678e
Source dataset
uspto-grants-1999_09
Patent number
US05955610

Reaction notes

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