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Nicotinic Acid → Iso-hexadecyl nicotinate

HRID 1650120
ノート
印刷プレビュー

反応式

HRID 1650120 の反応式
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[CH2:10](O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24].S(Cl)(Cl)=O>>[C:1]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH:23]([CH3:24])[CH3:25])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 938Nicotinic AcidHCID 24386Thionyl ChlorideHCID 528326514-Methyl-1-pentadecanol

生成物 1

HCID 23053586Iso-hexadecyl nicotinate

反応条件

温度
80 °C

実験手順

Iso-hexadecyl nicotinate was prepared from nicotinic acid and a commercial material, iso-hexadecyl alcohol, obtained from Farbwerke Hoechst AG. The general method of Example 1 was used except that the temperature after thionyl chloride addition was maintained at 80° C. for 2 hours, and after the esterification reaction the solution was cooled and washed with 0.5M sodium hydroxide, 0.5M hydrochloric acid and water. The solution was treated with activated carbon (2.5% on the expected weight of product) at 50° C. for 1 hour, filtered and the solvent removed under reduced pressure. The light brown oil had an estimated purity of 93.4% and was distilled (boiling range 141°-146° C. at 0.03 mm mercury pressure) to provide a product of 99.8% estimated purity.

後処理

  1. customafter the esterification reaction the solution
  2. temperaturewas cooled
  3. washwashed with 0.5M sodium hydroxide, 0.5M hydrochloric acid and water
  4. additionThe solution was treated with activated carbon (2.5% on the expected weight of product) at 50° C. for 1 hour
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure
  7. distillationwas distilled (boiling range 141°-146° C. at 0.03 mm mercury pressure)
  8. customto provide a product of 99.8%

出典と根拠

ORDレコード
ord-86d72f3bdef140eab872014c8d7dc739
出典データセット
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04923686

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート