Benzoyl chloride → 2-Chloropropane

HRID 1729519Notes

Reaction equation

HRID 1729519 reaction equation
[CH:1]([O:4][C:5]1[CH:14]=[CH:13][C:8]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[C:15]([Cl:23])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:15]([OH:22])(=[O:4])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:15]([OH:22])(=[O:4])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:5]1([CH:14]=[CH:13][C:8]([OH:9])=[CH:7][CH:6]=1)[OH:4].[CH:1]([Cl:23])([CH3:3])[CH3:2].[C:1]([O:4][C:5]1[CH:14]=[CH:13][C:8]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:7][CH:6]=1)(=[O:22])[CH3:2]

Participants

5

Reactant 2

HCID 7412Benzoyl chlorideHCID 820021,4-Diisopropoxybenzene

Product 3

HCID 63612-ChloropropaneHCID 19013100HCID 19013100, compoundHCID 573460021,4-Benzenediol, dibenzoate

Procedure

Following the procedure described above, hydroquinone di-isopropyl ether (5 mmol) was stirred with benzoyl chloride (10 mmol) for 3 hours (RT) to give hydroquinone dibenzoate in a yield of above 80% together with isopropyl chloride and 4-isopropoxyphenyl acetate in about 10%.

Sources & evidence

ORD record
ord-3d6496444d444b4ca04d1d95279b0153
Source dataset
uspto-grants-1994_07
Patent number
US05332858

Reaction notes

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