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Benzene → 4-Ethylphenyl isothiocyanate

HRID 231742
ノート
印刷プレビュー

反応式

HRID 231742 の反応式
C([N:3]([CH2:6]C)[CH2:4][CH3:5])C.C(=S)=[S:9].ClC(O[CH2:15][CH3:16])=O.Cl.[CH:18]1C=C[CH:21]=[CH:20][CH:19]=1>CCCCCC.C(Cl)(Cl)Cl>[N:3]([C:4]1[CH:5]=[CH:21][C:20]([CH2:15][CH3:16])=[CH:19][CH:18]=1)=[C:6]=[S:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 6348Carbon DisulfideHCID 8471Triethylamine2 回HCID 10928Ethyl chloroformate

生成物 1

HCID 1404384-Ethylphenyl isothiocyanate

試薬・触媒・溶媒 2

HCID 6212
Chloroform
溶媒
HCID 8058Hexane溶媒

実験手順

18 g (0.05 moles) 1-(p'-n-hexylbiphenylyl)-2-(p-aminophenyl)ethane was dissolved in 200 cm3 of benzene and 25 cm3 of hexane. Then 14 cm3 (0.1 mole) of triethylamine and 6 cm3 (0.1 mole) carbon disulphide was added to the solution. The components were well stirred and left in the fridge for 48 hours. A yellow salt triethyloamonium ditiocarbonate was preciptitated and filtered off and then washed with ether. The obtained produce was dissolved in 100 cm3 of chloroform, 10.5 cm3 of triethylamine was added to the solution and after cooling to 0° 7 g (0.075 mole) of ethyl chloroformate was added droppwise to the continuously stirring solution. After an hour 100 cm3 of 3N hydrochloric acid was poured into the reaction mixture, the layers were separated and the chloroform one was washed twice with water and dried MgSO4. After distilling chloroform off the solid residue was crystallized from isopropanol, then twice from n-hexane and once from a composition of methanol-chloroform. 5 g (25% yield) of 1-p'-n-hexylbiphenylyl)-2-(p-isothio-cyanatophenyl)ethane was obtained. The temperatures of phase transition: Cr 56°SB 99.5°N133°I.

後処理

  1. filtrationfiltered off
  2. washwashed with ether
  3. customThe obtained produce
  4. additionwas added droppwise to the continuously stirring solution
  5. customthe layers were separated
  6. washthe chloroform one was washed twice with water and dried MgSO4
  7. distillationAfter distilling chloroform off the solid residue
  8. customwas crystallized from isopropanol

出典と根拠

ORDレコード
ord-ed073162167a4b3c87f353ebed0dbfd6
出典データセット
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04849130

反応ノート

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