Perchloric Acid →

HRID 986641Notes

Reaction equation

HRID 986641 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]#[N:12])=[CH:6][C:5]=1[O:13][CH3:14])[CH3:2].[Cl:15]([OH:19])(=[O:18])(=[O:17])=[O:16]>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.C(OCC)C>[Cl:15]([O-:19])(=[O:18])(=[O:17])=[O:16].[C:1]([NH:12][C:11]1[O:13][CH2+:5]([CH3:4])[C:8]2[CH:9]=[C:4]([O:3][CH2:1][CH3:2])[C:5]([O:13][CH3:14])=[CH:6][C:7]=2[CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24247Perchloric AcidHCID 38639514-Ethoxy-3-Methoxyphenylacetonitrile

Product 0

No Product data yet.

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterSolvent

Procedure

To an ice-cooled and stirred soluton of 25 grams 4-ethoxy-3-methoxyphenylacetonitrile (0.13 mmol) in 74 ml acetic ahnydride (0.785 mol) was slowly added perchloric acid (70%, 11.7N, 15.5 ml, 0.182 mol) over a 15 minute period. The dark reaction mixture slowly became a yellow slurry and was stirred at room temperature for 42 hours. The mixture was diluted with 200 ml diethyl ether and a crystalline yellow solid was isolated by filtration, washed with diethyl ether and dried in vacuo to provide 47.3 grams of product (100% yield) having a melting point of 188°-189° C. (with decomposition).

Workup

  1. customover a 15 minute
  2. customThe dark reaction mixture
  3. customa crystalline yellow solid was isolated by filtration
  4. washwashed with diethyl ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-f8aa14f818ac45ff9424e90782f74afd
Source dataset
uspto-grants-1987_12
Patent number
US04714705

Reaction notes

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