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Acetic Acid → Styrenesulfonic acid

HRID 484557
ノート
印刷プレビュー

反応式

HRID 484557 の反応式
N[C:2]1[C:3]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.[C:12](O)(=O)[CH3:13].N(OCCCCC)=O.[OH-].[Na+]>CO.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd]>[CH2:12]=[CH:13][C:2]1[C:3]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 176Acetic AcidHCID 69262-Aminobenzenesulfonic acidHCID 10026Pentyl nitriteHCID 14798Sodium Hydroxide

生成物 1

HCID 168625Styrenesulfonic acid収率 87.5%

試薬・触媒・溶媒 2

HCID 6505921(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium
触媒
HCID 887Methanol溶媒2 回

実験手順

13.0 g of aniline-2-sulphonic acid were suspended in 200 ml of methanol and treated with 20 g of glacial acetic acid. Under a nitrogen atmosphere, 9.5 g of amyl nitrite were added dropwise at a temperature of 0° to 5° C. and the suspension was stirred for 1 hour. A solution of 15 g of NaOH in 100 ml of methanol was then added dropwise at such a rate that the temperature of the mixture did not exceed 20° C. After addition of 0.5 g of bis(dibenzylideneacetone)palladium(0), the mixture was stirred at 20° C. for 3 hours under an ethylene pressure of 20 bar, the solid was then filtered off with suction and the filtrate was evaporated to dryness. 12.1 g (78%) of styrene-2-sulphonic acid, Na salt, were obtained.

後処理

  1. customdid not exceed 20° C
  2. stirringthe mixture was stirred at 20° C. for 3 hours under an ethylene pressure of 20 bar
  3. filtrationthe solid was then filtered off with suction
  4. customthe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-48b29c1265524e6db3ea7f6337d420ad
出典データセット
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05231223

反応ノート

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