Water → HCID 178442258, compound

HRID 1416127Notes

Reaction equation

HRID 1416127 reaction equation
[CH2:1]([CH:6]([CH2:9][OH:10])[CH2:7][OH:8])[CH2:2][CH2:3][CH2:4][CH3:5].[OH:11][CH2:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([CH:19]=O)[CH2:15][CH2:14]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:1]([CH:6]1[CH2:9][O:10][CH:19]([C@H:16]2[CH2:17][CH2:18][C@H:13]([CH2:12][OH:11])[CH2:14][CH2:15]2)[O:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 962Water2×HCID 6101p-Toluenesulfonic acidHCID 1175092-Pentyl-1,3-propanediolHCID 178520955HCID 178520955, compound

Product 1

HCID 178442258HCID 178442258, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 100 mmol of 2-pentylpropane-1,3-diol, 100 mmol of trans-4-hydroxymethylcyclohexanecarbaldehyde and 10 mmol of p-toluenesulfonic acid in 500 ml of toluene is heated at the boil on a water separator until the water separation is complete. Conventional work-up gives trans/trans-[4-(5-pentyl-1,3-dioxan-2-yl)cyclohexyl]methanol.

Sources & evidence

ORD record
ord-c7e1e6adcb4d4ecab92b1c5684ca7306
Source dataset
uspto-grants-1999_06
Patent number
US05911912

Reaction notes

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