Triethylamine → HCID 18976112, compound

HRID 2393516Notes

Reaction equation

HRID 2393516 reaction equation
C(N(CC)CC)C.S(Cl)(C)(=O)=O.O[C:14]1([C:20]2[O:25][C:24]3[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=3[O:22][CH:21]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>ClCCl>[C:14]1([C:20]2[O:25][C:24]3[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=3[O:22][CH:21]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 14983182HCID 14983182, compound

Product 1

HCID 18976112HCID 18976112, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under an inert atmosphere, 14 ml of triethylamine and 3.85 ml of mesyl chloride are added slowly to a solution of 10 ml of 2-(1-hydroxy-1-cyclohexyl)-1,4-benzodioxin in 75 ml of dichloromethane at 0° C. The mixture is brought to reflux after 15 minutes for 1.5 hours. After hydrolysis, an extraction with dichloromethane is carried out, and the organic phase is then dried over magnesium sulfate and concentrated under vacuum. The diene is purified by chromatography on silica gel (eluent: petroleum ether/ethyl acetate, 7:3) in the form of an oil.

Workup

  1. temperatureto reflux after 15 minutes for 1.5 hours
  2. customAfter hydrolysis
  3. extractionan extraction with dichloromethane
  4. dry with materialthe organic phase is then dried over magnesium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe diene is purified by chromatography on silica gel (eluent: petroleum ether/ethyl acetate, 7:3) in the form of an oil

Sources & evidence

ORD record
ord-00985cf2fed14d8584ee6d273222a05f
Source dataset
uspto-grants-1998_09
Patent number
US05807882

Reaction notes

Loading…