p-Toluenesulfonic acid monohydrate → HCID 13528979, compound

HRID 1656358Notes

Reaction equation

HRID 1656358 reaction equation
O[C:2]1([CH3:13])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][CH2:4][CH2:3]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:13][C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][CH2:4][CH:3]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 15751789HCID 15751789, compound

Product 1

HCID 13528979HCID 13528979, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following the procedure of Example 1, step 2, 26.65 g (0.151 mol) of 5-hydroxy-5-methyl-6,7,8,9-tetrahydro-5H-benzocycloheptene in 300 ml of toluene was reacted with 0.30 g of p-toluenesulphonic acid monohydrate. Vacuum distillation yielded 19.17 g (80%) of the title product as a colourless oil, b.p. 62°-65° C./1.0 mm of Hg. NMR δ(CDCl3) 1.81 (2H, q, J=7.1 Hz), 2.07 (2H, m), 2.09 (3H, s), 2.56 (2H, t, J=6.9 Hz), 6.97 (1H, m), 7.14-7.26 (4H, m).

Workup

  1. distillationVacuum distillation

Sources & evidence

ORD record
ord-e71267ef61a749949c109f2018110fa9
Source dataset
uspto-grants-1993_10
Patent number
US05254561

Reaction notes

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