Chloral → Phenyl[4-phenyl-2-(trichloromethyl)-1,3-dioxolan-4-yl]methanone

Reaction equation

[CH2:1]([C:3]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([OH:12])[C:4](=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:2].O=[CH:20][C:21]([Cl:24])([Cl:23])[Cl:22]>>[Cl:22][C:21]([Cl:24])([Cl:23])[CH:20]1[O:12][C:3]([C:4](=[O:11])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:1][O:2]1

Participants

Reactant 2

HCID 6407Chloral

HCID 858062,3-Dihydroxy-1,2-diphenylpropan-1-one

Product 1

HCID 19035357Phenyl[4-phenyl-2-(trichloromethyl)-1,3-dioxolan-4-yl]methanoneYield 63%

Procedure

The procedure of Example 1 was repeated except that the starting materials were α-methylolbenzoin and chloral. The product was a 63% yield of 2-trichloromethyl-4-benzoyl-4-phenyl-1, 3-dioxolane, analyzed as follows:

Sources & evidence

ORD record: ord-5c9f0aefb46c431589dc8b79f69e83b0
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04037021

Reaction notes

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