Water → HCID 21400655, compound

HRID 1605061Notes

Reaction equation

HRID 1605061 reaction equation
[C:1]1([CH:9]=[CH:8][CH:7]=[C:5]([OH:6])[C:3]=1[OH:4])[OH:2].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.O>CC(CC)=O>[OH:2][C:1]1[C:3]2[O:4][C:1]([CH2:3][CH3:5])([CH3:9])[O:6][C:5]=2[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1057PyrogallolHCID 14812Phosphorus oxide (P4O10)

Product 1

HCID 21400655HCID 21400655, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Conditions

Temperature
50 °C

Procedure

A solution of pyrogallol (50 parts) in ethyl methyl ketone (200 parts) was stirred and heated to 50°C, then phosphorus pentoxide was added portionwise at such a rate that the temperature remained about 80°C. After stirring for a further 30 minutes at about 50°C the liquid layer was poured into cold water (1,000 parts) and the crude product isolated by extracting with benzene and evaporating the extracts. Distillation of the crude product gave pure 4-hydroxy-2-ethyl-2-methyl-1,3-benzodioxole (39.5 parts), boiling point 84°-85°C/0.4 mm., melting point 48°-50°C.

Workup

  1. customremained about 80°C
  2. customthe crude product isolated
  3. extractionby extracting with benzene
  4. customevaporating the extracts
  5. distillationDistillation of the crude product

Sources & evidence

ORD record
ord-d595e044bf6349a3ae69c410203aa2ff
Source dataset
uspto-grants-1976_04
Patent number
US03948952

Reaction notes

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