Ammonia → HCID 23462097、化合物

HRID 2286716ノート

反応式

HRID 2286716 の反応式
[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]

参加物

9

反応物 4

HCID 222Ammonia2 回HCID 24533Sodium amideHCID 814542-IsopentylpyridineHCID 178418361HCID 178418361、化合物

生成物 3

HCID 814542-IsopentylpyridineHCID 23462097HCID 23462097、化合物収率 38.9%HCID 234620992-Amino-6-isoamylpyridine収率 8.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 7237O-Xylene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c48ac7019e884ff792b50d9679110769
出典データセット
uspto-grants-1981_05
特許番号
US04267335

反応ノート

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