Ammonia → HCID 23462097, 화합물

HRID 1447709노트

반응식

HRID 1447709 반응식
[NH2-:1].[Na+].N.[CH2:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].[H][H]>O.C1(C)C(C)=CC=CC=1>[CH2:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].[NH2:1][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([CH2:4][CH2:5][CH:6]([CH3:8])[CH3:7])[N:10]=1.[CH2:4]([C:9]1[N:10]=[C:11]([C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([CH2:4][CH2:5][CH:6]([CH3:8])[CH3:7])[N:1]=2)[CH:12]=[CH:13][CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7]

참가 물질

9

반응물 4

HCID 222Ammonia2회HCID 24533Sodium amideHCID 814542-IsopentylpyridineHCID 178418361HCID 178418361, 화합물

생성물 3

HCID 814542-IsopentylpyridineHCID 23462097HCID 23462097, 화합물수율 38.9%HCID 234620992-Amino-6-isoamylpyridine수율 8.2%

시약·촉매·용매 2

HCID 962Water용매HCID 7237O-Xylene용매

실험 절차

In a 300 cc, three-neck flask, equipped with a stirrer and dropping funnel, was made 0.2 mole of sodamide in liquid ammonia. The ammonia was replaced with 100 cc of xylene. A thermometer and reflux condenser were attached to the reaction flask, and the mixture was heated to reflux. Under reflux, 24.1 g (0.16 mole) of 2-isoamylpyridine was added from the dropping funnel. The reaction mixture turned to a deep purple and hydrogen began evolving. Refluxing was continued for 6.5 hours. The temperature range was 140°-146° C. At the end of the reflux, the reaction mixture was cooled to about 100° C. and hydrolyzed with 50 cc of water. The oil layer was separated at room temperature and the aqueous layer was extracted with 22 cc of xylene. The oil layer and xylene extract were distilled through a Vigreaux column to give 15.3 g of 2-isoamylpyridine (0.10 mole), 0.8 g of 2-amino-6-isoamylpyridine (8.2% yield) and 3.4 g of 6,6'-di-isoamyl-2,2'-bipyridyl (38.9% yield).

후처리

  1. customIn a 300 cc, three-neck flask, equipped with a stirrer
  2. temperatureA thermometer and reflux condenser
  3. temperaturethe mixture was heated to reflux
  4. temperatureUnder reflux
  5. temperatureRefluxing
  6. customwas 140°-146° C
  7. customThe oil layer was separated at room temperature
  8. extractionthe aqueous layer was extracted with 22 cc of xylene
  9. extractionThe oil layer and xylene extract
  10. distillationwere distilled through a Vigreaux column

출처 및 근거

ORD 기록
ord-d406c02a1ec04c0cb5559a81f10edd04
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04177349

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