2-Chloroanisole → HCID 69488456, compound

HRID 1383300Notes

Reaction equation

HRID 1383300 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].[Cl-].[Cl-].[Cl-].[Al+3].[C:14]1(=[O:24])[O:19][C:17](=[O:18])[C@H:16]2[CH2:20][CH:21]=[CH:22][CH2:23][C@@H:15]12>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[O:8][CH3:9])[C:14]([C@H:15]1[CH2:23][CH:22]=[CH:21][CH2:20][C@H:16]1[C:17]([OH:19])=[O:18])=[O:24]

Participants

5

Reactant 3

HCID 130112-ChloroanisoleHCID 98495Tetrahydrophthalic anhydride, cis-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 69488456HCID 69488456, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.5 mole of 2-chloroanisole was added slowly to a suspension of 0.5 mole aluminiumtrichloride in 1 l of dichloromethane at 0° C. After complete addition, cis-1,2,3,6-tetrahydrophthalic anhydride was added to the solution. After 8 hours of reflux the solution was poured into ice-cold water. The precipitate was filtered off, washed with water and diethyl ether and dried. M.p. 183-1 85° C.

Workup

  1. additionwas added to the solution
  2. temperatureAfter 8 hours of reflux the solution
  3. additionwas poured into ice-cold water
  4. filtrationThe precipitate was filtered off
  5. washwashed with water and diethyl ether
  6. customdried
  7. customM.p. 183-1 85° C.

Sources & evidence

ORD record
ord-7bddacac862f489daa97461b3a6e1361
Source dataset
uspto-grants-2001_07
Patent number
US06255303B1

Reaction notes

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