2-Methylbenzenesulfonic acid → HCID 20079667, compound

HRID 1654120Notes

Reaction equation

HRID 1654120 reaction equation
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.C1(C)C(S(O)(=O)=O)=CC=CC=1.[F:18][C:19]([F:30])([F:29])[C:20]1[O:21][C:22]([CH2:27][Br:28])=[CH:23][C:24]=1[CH2:25][OH:26]>CCOCC>[F:30][C:19]([F:18])([F:29])[C:20]1[O:21][C:22]([CH2:27][Br:28])=[CH:23][C:24]=1[CH2:25][O:26][CH:6]1[CH2:5][CH2:4][CH2:3][CH2:2][O:1]1

Participants

5

Reactant 3

HCID 69252-Methylbenzenesulfonic acidHCID 80803,4-dihydro-2H-pyranHCID 20079684HCID 20079684, compound

Product 1

HCID 20079667HCID 20079667, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
20 °C

Procedure

2.82 ml of dihydropyran and 250 mg of toluenesulfonic acid were added to 4 g of the product of Stage D in 80 ml of ether and the mixture was stirred for 3 hours at 20° C. The solvent was evaporated under reduced pressure and the residue was chromatographed on silica (eluent: 9/1 hexane/ethyl acetate) to obtain 4.8 g of the expected product.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was chromatographed on silica (eluent: 9/1 hexane/ethyl acetate)

Sources & evidence

ORD record
ord-bb42bb2fd4eb4671b64cdda5226057d0
Source dataset
uspto-grants-1995_04
Patent number
US05405865

Reaction notes

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