3,4-dihydro-2H-pyran → HCID 57446120, compound

HRID 1803812Notes

Reaction equation

HRID 1803812 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][Br:6].[CH2:10]1[CH2:15][O:14][CH:13]=[CH:12][CH2:11]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(Cl)Cl>[Br:6][CH2:5][C:4]1[CH:3]=[C:2]([CH:9]=[CH:8][CH:7]=1)[O:1][CH:13]1[CH2:12][CH2:11][CH2:10][CH2:15][O:14]1

Participants

5

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 137401503-(Bromomethyl)phenol

Product 1

HCID 57446120HCID 57446120, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Hydroxybenzyl bromide (1.00 g, 5.35 mmol), DHP (0.89 g, 10.09 mmol), pyridinium-p-toluenesulfonate (0.20 g, 0.80 mmol) were dissolved in methylene chloride (20 mL) and stirred at room temperature for 5 h. The mixture was concentrated and chromatographed without workup. The product 42 was obtained as colorless oil (1.25 g, 87% yield).

Workup

  1. concentrationThe mixture was concentrated
  2. customchromatographed without workup

Sources & evidence

ORD record
ord-8b219a7d56af4ec297f920a1a5b83f66
Source dataset
uspto-grants-2013_01
Patent number
US08354092B2

Reaction notes

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