Sodium hydride → Docos-21-yn-1-ol

HRID 2399981ノート

反応式

HRID 2399981 の反応式
NC(N)(C)C.[H-].[Na+].[CH2:8]([OH:30])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]#[C:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>O>[CH2:8]([OH:30])[CH2:9][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][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]#[CH:29]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 100948752,2-Propanediamine2 回HCID 19385099Docos-12-ynol

生成物 1

HCID 57307871Docos-21-yn-1-ol収率 84%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Diaminopropane (DAP) (150 ml) at room temperature under nitrogen was stirred and treated with sodium hydride (100%, 13.55 g, 0.56 mol). The resulting solution was then warmed to 70° C. for 1 hour after which time further DAP (30 ml) is added followed by docos-12-ynol (22 g, 0.068 mol). The resulting solution was then left at 70° C. overnight, cooled and poured into water. The aqueous mixture was extracted three times with chloroform, the combined organic dried (MgSO4), filtered and evaporated to leave a pinkish residue. Recrystallisation from methanol gave docos-21-ynol (31) (18.05 g, 84%) as white crystals mp 64°-70° C.

後処理

  1. additionis added
  2. temperaturecooled
  3. extractionThe aqueous mixture was extracted three times with chloroform
  4. dry with materialthe combined organic dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customto leave a pinkish residue
  8. customRecrystallisation from methanol

出典と根拠

ORDレコード
ord-81c113d8701a4b2c931bfe570c19e3cd
出典データセット
uspto-grants-1995_09
特許番号
US05451691

反応ノート

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