Hydrochloric Acid → Phthalide

HRID 1764483Notes

Reaction equation

HRID 1764483 reaction equation
Cl[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[O:3]1.[H][H].Cl>[Pd]>[C:4]1([C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:2][O:3]1)=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 954693-ChlorophthalideHCID 178418361HCID 178418361, compound2×

Product 1

HCID 6885Phthalide

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

824.5 weight parts of 3-chlorophthalide were melted at 85° C. in an autoclave, 25.3 parts of catalyst (5% Pd on BaSo4), and a hydrogen stream of 180 l/h was introduced with vigorous agitation. The excess hydrogen and the hydrogen chloride that evolved were removed as in the above examples. After 81/2 hours, the evolution of hydrogen chloride ceased. The melt was separated from the catalyst. In the distillation that followed, 608 weight-parts of phthalide were obtained (90.7% of the theory) having a content of 99.6% phthalide.

Workup

  1. custom2 hours
  2. customThe melt was separated from the catalyst
  3. distillationIn the distillation that

Sources & evidence

ORD record
ord-a5b2751d57e24896851dcc9c5bb76c6f
Source dataset
uspto-grants-1978_09
Patent number
US04116976

Reaction notes

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