tert-BUTYL CHLORIDE → 2,2,4,4-Tetramethyl-3-pentanone Imine

HRID 330123ノート

反応式

HRID 330123 の反応式
[C:1](#[N:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:7](Cl)([CH3:10])([CH3:9])[CH3:8].[Na]>CCCCCC.O1CCCC1.O.CO.ClC1C=CC=CC=1>[C:2]([C:1](=[NH:6])[C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:5])([CH3:4])[CH3:3]

参加物

9

反応物 3

HCID 10486tert-BUTYL CHLORIDEHCID 12416PivalonitrileHCID 5360545Sodium

生成物 1

HCID 27556322,2,4,4-Tetramethyl-3-pentanone Imine

試薬・触媒・溶媒 5

HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 7964Chlorobenzene溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

This was prepared by the method of J. Chem. Soc., Perkin I, 2087 (1976); ibid, 1797 (1974). Pivalonitrile (33.2 g.) and t-butyl chloride (44.4 g.) were added under nitrogen to a well stirred suspension of sodium sand (18.4 g.) in a mixture of hexane (80 ml.), tetrahydrofuran (20 ml.) and methanol (1 ml.) over one hour at 15-20° C. The mixture was stirred three hours, a solution of chlorobenzene (2 g) in tetrahydrofuran (5 ml.) added dropwise over 10 minutes and stirring continued for one hour. Methanol (20 ml.) was added with caution over 0.5 hr. followed by water until phases separated. The aqueous phase was extracted with ether and the combined organic phases dried and evaporated in vacuo. The residue was distilled to afford di-t-butylketone imine, b.p. 62°-63° C./19 mm.

後処理

  1. customThis was prepared by the method of J
  2. stirringThe mixture was stirred three hours
  3. stirringstirring
  4. customseparated
  5. extractionThe aqueous phase was extracted with ether
  6. customthe combined organic phases dried
  7. customevaporated in vacuo
  8. distillationThe residue was distilled

出典と根拠

ORDレコード
ord-18e507d813274016be69091bb313ce15
出典データセット
uspto-grants-1990_01
特許番号
US04894464

反応ノート

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