Acetyl chloride → HCID 53934968, compound

HRID 1903351Notes

Reaction equation

HRID 1903351 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[CH:27][C:7]=1[O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:24]([O-:26])=[O:25])=[C:13]([CH:23]=1)[C:14]([O:16][CH2:17][C:18]([CH3:22])([CH3:21])[CH2:19][OH:20])=[O:15]>C1COCC1>[Cl:5][C:6]1[CH:30]=[C:29]([C:31]([F:33])([F:32])[F:34])[CH:28]=[CH:27][C:7]=1[O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:24]([O-:26])=[O:25])=[C:13]([CH:23]=1)[C:14]([O:16][CH2:17][C:18]([CH3:22])([CH3:21])[CH2:19][O:20][C:1](=[O:3])[CH3:2])=[O:15]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 20468619HCID 20468619, compound

Product 1

HCID 53934968HCID 53934968, compoundYield 765.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Acetyl chloride (0.79 g, 0.01 mole) was added to a solution of 3-hydroxy-2,2-dimethyl-propyl 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate (0.25 g, 0.00056 mole) and THF (10 ml). The solution was held at reflux for 3 hrs., cooled and concentrated. The residue was taken into 250 ml of ether, washed two times with water and dried over MgSO4. After the solvent was stripped off, 2.1 g of 3-Acetoxy-2,2-dimethylpropyl 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate was obtained as a yellowish gum, nmr (CDCl3) δ 1.0 (s, 6H), 2.03 (s, 3H), 3.87 (s, 2H), 4.12 (s, 2H), 6.96-8.22 (m, 6H); ir (CHCl3) 1743 Cm-1.

Workup

  1. temperatureat reflux for 3 hrs
  2. temperature, cooled
  3. concentrationconcentrated
  4. washwashed two times with water
  5. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-ded27cda3a744668a129ccee2dc69ef0
Source dataset
uspto-grants-1984_03
Patent number
US04435588

Reaction notes

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