O-Cresol → HCID 23333445, compound

HRID 904055Notes

Reaction equation

HRID 904055 reaction equation
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5]C=[CH:3][CH:2]=1.[N+]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([O-])=O.[Cl-].[Al+3].[Cl-].[Cl-].C(Cl)(=[O:27])CCCC>Cl>[OH:7][CH:6]([CH3:5])[CH:1]([CH3:8])[CH2:2][C:3]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:27]

Participants

6

Reactant 4

HCID 335O-CresolHCID 7416NitrobenzeneHCID 61186Valeryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 23333445HCID 23333445, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
0 °C

Procedure

108 g (1 mole) of orthocresol are added to a liter of nitrobenzene. The solution is cooled to 0° C. and 280 g (2.1 moles) of powdered aluminium chloride are added over a period of one hour (while stirring). While still stirring and at 0° C., 120.5 g (1 mole) of valeryl chloride are added over a period of one hour 30 minutes. The temperature of the solution is left for about 12 hours at this temperature. The solution is then poured into a mixture of 1 kg of ice and 500 ml of 37% hydrochloric acid. The mixture is stirred for one hour and the organic phase is decanted. It is whashed with 5 N hydrochloric acid and then with deionized water.

Workup

  1. stirringWhile still stirring and at 0° C.
  2. stirringThe mixture is stirred for one hour
  3. customthe organic phase is decanted

Sources & evidence

ORD record
ord-d61edb3a9b5040ddb43c02d3fd9a2e43
Source dataset
uspto-grants-1980_10
Patent number
US04230596

Reaction notes

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