4-Methylbenzyl chloride → HCID 19792563, compound

HRID 1655501Notes

Reaction equation

HRID 1655501 reaction equation
[CH3:1][C:2](=[O:7])[CH2:3][C:4](=[O:6])[CH3:5].[CH3:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1>>[CH3:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][CH2:1][C:2](=[O:7])[CH2:3][C:4](=[O:6])[CH2:5][CH2:8][C:9]2[CH:16]=[CH:15][C:12]([CH3:13])=[CH:11][CH:10]=2)=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 77224-Methylbenzyl chlorideHCID 31261Acetylacetone

Product 1

HCID 19792563HCID 19792563, compound

Procedure

Using 2,4-pentandione (195.2 g, 1.95 moles) and 4-methylbenzylchloride (635.4 g), the reaction was carried out in the same manner as described in Example 17, (1), and the residue (568 g) was recrystallized from ethanol to afford the title compound as a white needles which was an ca 1:9 mixture of Keto/Enol as seen by the methylene singlet at δ3.50 ppm and the methine singlet at δ5.43 ppm in the 1HNMR spectrum; yield: 155 g; mp 74.8°-75.7° C.

Workup

  1. customthe residue (568 g) was recrystallized from ethanol

Sources & evidence

ORD record
ord-2bf3b9640ac84fcf8402ea3794ce5f70
Source dataset
uspto-grants-1993_10
Patent number
US05250669

Reaction notes

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