Isopropanol → HCID 14716637, compound

HRID 1655669Notes

Reaction equation

HRID 1655669 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[CH:18](O)([CH3:20])[CH3:19].C[O-].[Na+].[CH2:25](Cl)[C:26]#[CH:27]>CO.[Fe](Cl)(Cl)Cl>[CH2:19]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH2:27][C:26]#[CH:25])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1)[C:18]#[CH:20]

Participants

7

Reactant 4

HCID 3776IsopropanolHCID 6623Bisphenol AHCID 122213-Chloro-1-propyneHCID 10942334Sodium Methoxide

Product 1

HCID 14716637HCID 14716637, compound

Reagents, catalysts & solvents 2

HCID 24380Iron chloride (FeCl3)CatalystHCID 887MethanolSolvent

Procedure

228 g bisphenol A, 300 ml isopropanol, 360 g of a 30% solution of sodium methanolate in methanol, 0.05 g iron-(III) chloride and 200 g propargyl chloride are mixed. An exothermic reaction takes place, most of the product having been formed (TLC verification) by the time the reaction is over (approx. 15 minutes). The reaction mixture is left to react for 4 hours and is then filtered and concentrated. 275 g of the product (characterized by NMR spectroscopy) are obtained.

Workup

  1. customAn exothermic reaction
  2. custommost of the product having been formed (TLC verification) by the time the reaction
  3. customis over (approx. 15 minutes)
  4. waitThe reaction mixture is left
  5. customto react for 4 hours
  6. filtrationis then filtered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-f560989b7afd41f9aad4c58737407107
Source dataset
uspto-grants-1993_10
Patent number
US05250742

Reaction notes

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