Water → HCID 178442152, compound

HRID 1416124Notes

Reaction equation

HRID 1416124 reaction equation
[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([CH:12]([CH2:15][OH:16])[CH2:13][OH:14])[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:17]([O:24][CH2:25][CH:26]=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:17]([O:24][CH2:25][C@H:26]1[O:14][CH2:13][C@H:12]([CH:9]2[CH2:8][CH2:7][CH:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:11][CH2:10]2)[CH2:15][O:16]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 6101p-Toluenesulfonic acidHCID 108989(Phenylmethoxy)acetaldehydeHCID 178444490HCID 178444490, compound

Product 1

HCID 178442152HCID 178442152, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 100 mmol of trans-2-(4-pentylcyclohexyl)propane-1,3-diol, 100 mmol of benzyloxyacetaldehyde 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-2-benzyloxymethyl-5- (4-pentylcyclohexyl)-1,3-dioxane.

Sources & evidence

ORD record
ord-2c6064e8f7fa44d082258ff1368c84d1
Source dataset
uspto-grants-1999_06
Patent number
US05911912

Reaction notes

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