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Hydrochloric Acid → 4'-tert-Butylacetanilide

HRID 1424240
ノート
印刷プレビュー

反応式

HRID 1424240 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1([NH:11][C:12](=[O:14])[CH3:13])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[C:15](Cl)([CH3:18])([CH3:17])[CH3:16].Cl>ClCCCl>[C:15]([C:8]1[CH:9]=[CH:10][C:5]([NH:11][C:12](=[O:14])[CH3:13])=[CH:6][CH:7]=1)([CH3:18])([CH3:17])[CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 904AcetanilideHCID 10486tert-BUTYL CHLORIDEHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 1406724'-tert-Butylacetanilide収率 86.2%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

実験手順

A reactor was charged with 1,2-dichloroethane (50 L), followed by aluminum chloride (6.08 kg, 45.6 mol), The mixture was stirred for ten minutes at room temperature and then cooled to 5° C. N-phenylacetamide (5 kg, 37.0 mol) was added slowly, after which the mixture was cooled to −12° C. A solution of t-butylchloride (5.03 kg, 54.3 mol) in 1,2-dichloroethane (5 L) was added to the reaction over ten minutes and then stirred for 1 hour at that temperature. The reaction mixture was added to ice water (50 L) and concentrated hydrochloric acid (2.5 L) at 5-10° C., over one hour. The mixture was heated slowly to 40° C., held at that temperature for thirty minutes and the layers then allowed to separate. The aqueous was extracted further with dichloroethane (50 L) and the combined extracts concentrated, under vacuum, to low volume. Hexane (5 L) was added and the mixture concentrated in vacuo. The residue was slurried with hexane (25 L), cooled to 5° C. and stirred for thirty minutes. The solids were isolated by filtration and dried at room temperature to provide 6.1 kg of the title compound.

後処理

  1. temperaturecooled to 5° C
  2. temperatureafter which the mixture was cooled to −12° C
  3. stirringstirred for 1 hour at that temperature
  4. temperatureThe mixture was heated slowly to 40° C.
  5. waitheld at that temperature for thirty minutes
  6. customto separate
  7. extractionThe aqueous was extracted further with dichloroethane (50 L)
  8. concentrationthe combined extracts concentrated, under vacuum, to low volume
  9. additionHexane (5 L) was added
  10. concentrationthe mixture concentrated in vacuo
  11. temperaturecooled to 5° C.
  12. stirringstirred for thirty minutes
  13. customThe solids were isolated by filtration
  14. customdried at room temperature

出典と根拠

ORDレコード
ord-e6da831b648849c6a62a56e0cb888e13
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08927587B2

反応ノート

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