Toluene → HCID 86742252, compound

HRID 845004Notes

Reaction equation

HRID 845004 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:21])[CH2:11][O:12][CH:13]([CH2:19]O)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:6][CH:5]=1)[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>O>[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([C@H:10]2[CH2:11][O:12][C@H:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:19][O:21]2)=[CH:8][CH:9]=1)[CH3:2]

Participants

5

Reactant 3

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 20133342HCID 20133342, compound

Product 1

HCID 86742252HCID 86742252, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

One boils a solution of 29.6 g. 1-p-ethoxyphenyl-4-hydroxymethyl-3-oxa-nonan-1-ol (obtainable by reaction of p-ethoxyphenacyl bromide with 2-hydroxyheptanoic acid ethyl ester to give 2-p-ethoxyphenacyloxyheptanoic acid ethyl ester and reduction with LiAlH4) and 1 g. p-toluenesulphonic acid in 400 ml. toluene for 1 hour with water separator, washes with NaHCO3 solution, dries, evaporates and obtains trans-2-p-ethoxyphenyl-5-pentyl-1,4-dioxane.

Workup

  1. customwashes with NaHCO3 solution, dries, evaporates

Sources & evidence

ORD record
ord-8d7362e1a1374fa79175f5f70f8d9618
Source dataset
uspto-grants-1988_07
Patent number
US04755323

Reaction notes

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