Acetic Acid → 55931-21-0

HRID 743140Notes

Reaction equation

HRID 743140 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]=[O:5].C(O)(=O)C.[C-:15]#[N:16].[K+].ClCCl>O>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]([OH:5])[C:15]#[N:16]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 6344DichloromethaneHCID 67372,6-DichlorobenzaldehydeHCID 9032Potassium Cyanide

Product 1

HCID 1309356455931-21-0

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a stirred and cooled (15° C.) solution of 350 parts of 2,6-dichlorobenzaldehyde and 1600 parts of acetic acid was added dropwise a solution of 162.8 parts of potassium cyanide in water during 30 minutes at 15°-20° C. After stirring for 16 hours at 20° C., 1300 parts of dichloromethane and 1000 parts of water were added. The separated aqueous layer was washed three times with dichloromethane. The combined organic layers were washed with water, dried, filtered and evaporated at 40° C., yielding 396 parts of 2,6-dichloro-α-hydroxybenzeneacetonitrile.

Workup

  1. stirringAfter stirring for 16 hours at 20° C.
  2. washThe separated aqueous layer was washed three times with dichloromethane
  3. washThe combined organic layers were washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated at 40° C.

Sources & evidence

ORD record
ord-7a1447c3848a4601a36575ab9f566512
Source dataset
uspto-grants-1996_09
Patent number
US05556886

Reaction notes

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