Potassium Hydroxide → HCID 11183770, compound

HRID 1615020Notes

Reaction equation

HRID 1615020 reaction equation
[OH-].[K+].CS(O[CH2:8][CH2:9][NH:10][S:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N+:20]([O-:22])=[O:21])(=[O:13])=[O:12])(=O)=O.C(Cl)Cl.C(OCC)(=O)C>O.C(OCC)(=O)C>[N+:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[S:11]([N:10]1[CH2:8][CH2:9]1)(=[O:13])=[O:12])([O-:22])=[O:21]

Participants

6

Reactant 3

HCID 14797Potassium Hydroxide2×HCID 21226138Dichloromethane ethylacetateHCID 866359032-{[(2-Nitrophenyl)sulfonyl]amino}ethyl methanesulfonate

Product 1

HCID 11183770HCID 11183770, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of KOH (1.73 g, 31 mmol) in water (50 mL) was added to a solution of compound 55 (10 g, 31 mmol) in ethyl acetate (100 mL). The aqueous layer stained in yellow. The mixture was stirred at room temperature for 1 h (TLC monitoring, eluent: CH2Cl2-ethyl acetate, 1:1). If necessary, additional portions of KOH solution (0.5 eq.) were added. The organic layer was separated, washed thoroughly with water, a solution of citric acid (to pH 7), again with water, dried over Na2SO4, and evaporated. Yield of 56: 6.6 g (93%) as a yellowish fluid oil.

Workup

  1. customThe organic layer was separated
  2. washwashed thoroughly with water
  3. dry with materiala solution of citric acid (to pH 7), again with water, dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-1de0420b871344a190bbdbf76e4db9d7
Source dataset
uspto-grants-2014_07
Patent number
US08765738B2

Reaction notes

Loading…