p-Toluenesulfonic acid monohydrate → HCID 53725720, compound

HRID 1111291Notes

Reaction equation

HRID 1111291 reaction equation
O1CCCC[C@@H]1O[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:22]=[CH:21][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][CH:13]=1.O.C1(C)C=CC(S(O)(=O)=[O:31])=CC=1>CO>[OH:31][C@@H:9]([CH3:8])[CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 54322291HCID 54322291, compound

Product 1

HCID 53725720HCID 53725720, compoundYield 891.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.5 g (0.014 mol) of (S)-ethyl 4-(2-tetrahydropyranyloxy)propoxybenzoate, 0.2 g (0.0011 mol) of p-toluenesulfonic acid monohydrate and 45 ml of methanol were refluxed for 1 h. Then the same procedure as in Referential Example 2 was repeated to obtain 2.2 g of the crude product.

Workup

  1. temperaturewere refluxed for 1 h

Sources & evidence

ORD record
ord-a1d75bb06e3b487482a6874e6b76a9e2
Source dataset
uspto-grants-1990_12
Patent number
US04980082

Reaction notes

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