Water → HCID 20314388, compound

HRID 2419770Notes

Reaction equation

HRID 2419770 reaction equation
[CH3:1][C:2]([C:4]([CH3:6])=[CH2:5])=[CH2:3].[C:7]1([OH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.P(=O)(O)(O)O.O>C1(C)C(C)=CC=CC=1.C1C2NC3C(=CC=CC=3)SC=2C=CC=1>[CH3:1][CH:2]1[C:4]([CH3:6])([CH3:5])[C:11]2[C:10](=[CH:9][CH:8]=[C:7]([OH:13])[CH:12]=2)[CH2:3]1

Participants

7

Reactant 4

HCID 962WaterHCID 996PhenolHCID 1004Phosphoric AcidHCID 105662,3-Dimethyl-1,3-butadiene

Product 1

HCID 20314388HCID 20314388, compoundYield 40.9%

Reagents, catalysts & solvents 2

HCID 7108PhenothiazineCatalystHCID 7237O-XyleneSolvent

Procedure

90 g of 2,3-dimethyl-1,3-butadiene, stabilized with 0.2 g of phenothiazine, were added dropwise over the course of 7 hours to a solution of 94 g of phenol, 13 g of 85% strength phosphoric acid and 1 ml of water in 240 ml of xylene at 110° C. To complete the reaction, stirring was continued overnight at 110° C. The acid phase was separated off and extracted by shaking with toluene. The combined organic phases were washed until neutral. Fractional distillation gave 72 g of 2,3,3-trimethyl-5-hydroxy-indane; boiling point: 148° C/12 mm Hg; melting point 66° - 67° C. ##STR36##

Workup

  1. customthe reaction
  2. customThe acid phase was separated off
  3. extractionextracted
  4. stirringby shaking with toluene
  5. washThe combined organic phases were washed until neutral
  6. distillationFractional distillation

Sources & evidence

ORD record
ord-8e17bff2a340449b97798ebb89d6f5e8
Source dataset
uspto-grants-1978_08
Patent number
US04107324

Reaction notes

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