p-Toluenesulfonic acid → HCID 68579430, compound

HRID 644565Notes

Reaction equation

HRID 644565 reaction equation
[CH2:1]([C:3]1([C:8]2[CH:9]=[C:10]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([CH2:22][OH:23])=[C:18]([CH2:24][OH:25])[CH:17]=3)[CH:11]=[CH:12][CH:13]=2)OCC[O:4]1)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>O.CC(C)=O>[OH:25][CH2:24][C:18]1[CH:17]=[C:16]([CH2:15][CH2:14][C:10]2[CH:9]=[C:8]([C:3](=[O:4])[CH2:1][CH3:2])[CH:13]=[CH:12][CH:11]=2)[CH:21]=[CH:20][C:19]=1[CH2:22][OH:23]

Participants

5

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 68579606HCID 68579606, compound

Product 1

HCID 68579430HCID 68579430, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

6.4 g (18.7 mmol) of (4-{2-[3-(2-ethyl-[1,3]dioxolan-2-yl)phenyl]ethyl}2-hydroxymethyl-phenyl)methanol are dissolved in a mixture of 40 ml of water and 40 ml of acetone. 650 mg of paratoluene-sulfonic acid are added, and the medium is stirred for 5 hours. After the usual treatment, the desired product is pure without purification, and obtained in the form of colorless oil (m=5.57 g; Y=100%).

Workup

  1. customAfter the usual treatment, the desired product is pure without purification
  2. customobtained in the form of colorless oil (m=5.57 g; Y=100%)

Sources & evidence

ORD record
ord-49f0dc86d9e342859fed4941b34248d3
Source dataset
uspto-grants-2010_04
Patent number
US07700657B2

Reaction notes

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