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

HRID 648341노트

반응식

HRID 648341 반응식
[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]

참가 물질

9

반응물 3

HCID 10486tert-BUTYL CHLORIDEHCID 12416PivalonitrileHCID 5360545Sodium

생성물 1

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

시약·촉매·용매 5

HCID 887Methanol용매2회HCID 962Water용매HCID 7964Chlorobenzene용매HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7ff32c0d88e5424eb347aaa61e72687e
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04411925

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