Water → HCID 23336737, compound

HRID 903580Notes

Reaction equation

HRID 903580 reaction equation
[CH2:1]=[CH:2][C:3](=[CH2:5])[CH3:4].[Cl:6][C:7]1[C:8]([CH3:14])=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=1.P(=O)(O)(O)O.O>ClC1C=CC=CC=1Cl.C1C2NC3C(=CC=CC=3)SC=2C=CC=1>[Cl:6][C:7]1[C:8]([CH3:14])=[C:9]([OH:13])[CH:10]=[C:11]2[C:12]=1[CH2:1][CH2:2][C:3]2([CH3:5])[CH3:4]

Participants

7

Reactant 4

HCID 962WaterHCID 1004Phosphoric AcidHCID 6557IsopreneHCID 148563-Chloro-o-cresol

Product 1

HCID 23336737HCID 23336737, compoundYield 24.1%

Reagents, catalysts & solvents 2

HCID 7108PhenothiazineCatalystHCID 72391,2-DichlorobenzeneSolvent

Procedure

437 g of isoprene stabilized with 1.3 g of phenothiazine were added dropwise in the course of 6 hours to a solution of 832 g of 3-chloro-2-methyl-phenol, 74.4 g of 85% strength phosphoric acid and 5.8 ml of water in 1.4 liters of o-dichlorobenzene at 110° C. To complete the reaction, stirring was continued overnight at 110° C. The acid phase was separated off and the organic phase was washed until neutral. Fractional distillation gave 296 g of 7-chloro-5-hydroxy-3,3,6-trimethyl-indan; boiling point: 161°-164° C./11 mm Hg; melting point: 109°-109.5° C. ##STR8##

Workup

  1. customthe reaction
  2. customThe acid phase was separated off
  3. washthe organic phase was washed until neutral
  4. distillationFractional distillation

Sources & evidence

ORD record
ord-5d3c20d2a7994d4eaf7e1481549dc7dd
Source dataset
uspto-grants-1980_10
Patent number
US04228181

Reaction notes

Loading…