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Diethyl Ether → Ethyl 4-nitrobenzylthioacetate

HRID 26813
ノート
印刷プレビュー

反応式

HRID 26813 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

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

生成物 1

HCID 54092468Ethyl 4-nitrobenzylthioacetate収率 95%

試薬・触媒・溶媒 3

HCID 4875
Potassium Iodide
触媒
HCID 180Acetone溶媒
HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3b644a4d9d3b4bcca874389de95ab514
出典データセット
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04151300

反応ノート

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