Ethylamine → N-Ethyl-2-isobutyl-2,4-dimethylvaleramide

HRID 262100노트

반응식

HRID 262100 반응식
[CH2:1]([C:5]([CH3:13])([CH2:9][CH:10]([CH3:12])[CH3:11])[C:6]([OH:8])=[O:7])[CH:2]([CH3:4])[CH3:3].[CH2:14]([C:16]#[N:17])C.C(Br)C(C)C.S(Cl)([Cl:25])=O.C(N)C>CCOCC.O>[CH2:1]([C:5]([CH3:13])([CH2:9][CH:10]([CH3:12])[CH3:11])[C:6]([Cl:25])=[O:7])[CH:2]([CH3:4])[CH3:3].[CH2:16]([NH:17][C:6](=[O:8])[C:5]([CH2:1][CH:2]([CH3:3])[CH3:4])([CH3:13])[CH2:9][CH:10]([CH3:12])[CH3:11])[CH3:14]

참가 물질

9

반응물 5

HCID 6341EthylamineHCID 65551-Bromo-2-methylpropaneHCID 7854PropionitrileHCID 24386Thionyl ChlorideHCID 266760HCID 266760, 화합물

생성물 2

HCID 3016606N-Ethyl-2-isobutyl-2,4-dimethylvaleramideHCID 20565978HCID 20565978, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매2회

실험 절차

2-isobutyl-2,4-dimethylpentanoyl chloride (bp. 97°-100°/16 mm) was prepared in the usual way from 2-isobutyl-2,4-dimethylpentanoic acid (prepared by the alkylation of ethyl cyanide with 2 equivalents of isobutyl bromide, followed by hydrolysis) and thionyl chloride. A solution of the acid chloride (1.5g) in ether (20 ml) was added with stirring to a solution of ethylamine (5ml of a 70% solution in water) in ether (100 ml). After stirring for 2 hours the ethereal layer was washed with dilute hydrochloric acid and water. The dried (MgSO4) ether solution was concentrated and the residue was recrystallised from petroleum ether (bp. 40°-60°) to give N-ethyl-2-isobutyl-2,4-dimethylpentanamide, mp. 71.5°-72.5°.

후처리

  1. washwas washed with dilute hydrochloric acid and water
  2. dry with materialThe dried (MgSO4) ether solution
  3. concentrationwas concentrated
  4. customthe residue was recrystallised from petroleum ether (bp. 40°-60°)

출처 및 근거

ORD 기록
ord-b8f0e0b5ac854d018912e316e4755de4
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04153679

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