Diethyl Ether → Ethyl 4-nitrobenzylthioacetate

HRID 1112428

반응식

HRID 1112428 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Br)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(OCC)(=O)C[SH:14].C(=O)([O-])[O-].[K+].[K+].BrBr.[CH3:27][CH2:28][O:29][CH2:30][CH3:31]>O.[I-].[K+].CC(C)=O>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][CH2:27][C:28]([O:29][CH2:30][CH3:31])=[S:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

9

반응물 5

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 12185Ethyl ThioglycolateHCID 24408BromineHCID 660114-Nitrobenzyl bromide

생성물 1

HCID 54092468Ethyl 4-nitrobenzylthioacetate수율 95%

시약·촉매·용매 3

HCID 4875Potassium Iodide촉매HCID 180Acetone용매HCID 962Water용매

실험 절차

43.2 g (0.2 mol) of p-nitrobenzylbromide, 200 ml of acetone, 0.2 g of potassium iodide, 24 ml of ethyl thioglycolate (namely a slight excess) and 27.6 g (0.2 mol) of potassium carbonate are successively introduced into a 1 liter 3-necked flask. The mixture is heated under reflux for about 4 hours until the bromine derivative completely disappears; the acetone is evaporated, the oil obtained is taken up in ether and in water, the ether phase is washed with a dilute solution of NaOH to remove the excess thiol, and then with a dilute solution of HCl, the solution is dried over Na2SO4 and the solvent is evaporated off. 49 g (yield: 95%) of the stated product, which is in the form of an orange coloured oil, are obtained.

후처리

  1. temperatureThe mixture is heated
  2. customthe acetone is evaporated
  3. customthe oil obtained
  4. washthe ether phase is washed with a dilute solution of NaOH
  5. customto remove the excess thiol
  6. dry with materialwith a dilute solution of HCl, the solution is dried over Na2SO4
  7. customthe solvent is evaporated off

출처 및 근거

ORD 기록
ord-4aeba956d6e341aeb65f6a2b21cadadf
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04122186

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