Iodoform → 1-Oxo-1-(4-chlorophenyl)-3-iodo-2-propene

HRID 1939675

Reaction equation

HRID 1939675 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]=O)=[O:9])=[CH:4][CH:3]=1.[CH:12](I)(I)[I:13]>O1CCCC1.[Cl-].[Cl-].[Cr+2]>[O:9]=[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH:10]=[CH:12][I:13]

Participants

5

Reactant 2

HCID 6374IodoformHCID 269588(4-Chlorophenyl)(oxo)acetaldehyde

Product 1

HCID 543730961-Oxo-1-(4-chlorophenyl)-3-iodo-2-propene

Reagents, catalysts & solvents 2

HCID 10197677chromium(II) dichlorideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

This compound is prepared in a manner analogous to that of Step C of Example 4, using 6.7 grams (0.04 mole) of 4-chlorophenylglyoxal (prepared by the method of Kornblum et al., JACS, (1957), 79, 6562), 29.5 grams (0.24 mole) of anhydrous chromium(II) dichloride, and 31.5 grams (0.08 mole) of iodoform in 600 mL of tetrahydrofuran, yielding 1-oxo-1-(4-chlorophenyl)-3-iodo-2-propene.

Workup

  1. customThis compound is prepared in a manner analogous to that of Step C of Example 4

Sources & evidence

ORD record
ord-79e1b2fc6f7e43cda9f9ca35de9b9b0a
Source dataset
uspto-grants-1997_12
Patent number
US05696259

Linked notes

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