3,4-dihydro-2H-pyran → 2H-Pyran, 2-[(12-bromododecyl)oxy]tetrahydro-

HRID 635790Notes

Reaction equation

HRID 635790 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[O:32]1[CH:37]=[CH:36][CH2:35][CH2:34][CH2:33]1>ClCCl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH:33]1[CH2:34][CH2:35][CH2:36][CH2:37][O:32]1

Participants

5

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 13789512-Bromo-1-dodecanolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

Product 1

HCID 110785922H-Pyran, 2-[(12-bromododecyl)oxy]tetrahydro-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 12-bromo-1-dodecanol (1 mole) in dichloromethane containing pyridinium p-toluenesulfonate (P-TSA) is added dihydropyran (2 moles). The reaction mixture is stirred for 24 hours and then washed twice with water and dried over anhydrous MgSO4. The dichloromethane is removed under reduced pressure. If necessary the resulting product is purified by chromatography on silica gel.

Workup

  1. washwashed twice with water
  2. dry with materialdried over anhydrous MgSO4
  3. customThe dichloromethane is removed under reduced pressure
  4. customIf necessary the resulting product is purified by chromatography on silica gel

Sources & evidence

ORD record
ord-4d804cb2e89a4d62a903166886d19112
Source dataset
uspto-grants-2001_02
Patent number
US06191105B1

Reaction notes

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