Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 13563080, compound

HRID 1906047Notes

Reaction equation

O1CCCCC1[O:7][CH2:8][CH:9]([O:30][CH3:31])[CH2:10][O:11][CH2:12][C:13](=[O:29])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(O)C>[O:29]=[C:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:12][O:11][CH2:10][CH:9]([O:30][CH3:31])[CH2:8][OH:7]

Participants

Conditions

Temperature: 55 °C

Procedure

In 80 ml of ethanol was dissolved 4.17 g (9.4 mmoles) of the above tetrahydropyranyl ether (3), and 248 mg (0.98 mmoles) of pyridinium p-toluenesulfonate was added. The mixture was stirred at 55° C. for 3 hours. The solvent was distilled off under reduced pressure and the residue was subjected to silica gel chromatography [eluent: n-hexane-ethyl acetate (2:1)] to give 2.9 g (86%) of the desired compound as a colorless wax.

Workup

additionwas added
distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-e0a0372650c149c69c0a1349a7ca004e
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04649203

Reaction notes

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