1-Iodononane → Methyl 4-[3-(1-adamantyl)-4-nonyloxyphenylethynyl]benzoate

HRID 482499

反応式

HRID 482499 の反応式
[H-].[Na+].[C:3]12([C:13]3[CH:14]=[C:15]([C:20]#[C:21][C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=4)[CH:16]=[CH:17][C:18]=3[OH:19])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.I[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]>CN(C=O)C>[C:3]12([C:13]3[CH:14]=[C:15]([C:20]#[C:21][C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=4)[CH:16]=[CH:17][C:18]=3[O:19][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2

参加物

5

反応物 3

HCID 202751-IodononaneHCID 24758Sodium hydrideHCID 19063002Methyl 4-[3-(1-adamantyl)-4-hydroxyphenylethynyl]benzoate

生成物 1

HCID 19063065Methyl 4-[3-(1-adamantyl)-4-nonyloxyphenylethynyl]benzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

75 mg (2.6 mmol) of sodium hydride (80% in oil) and 10 ml of DMF were introduced into a three-necked flask under a stream of nitrogen. A solution of 1 g (2.6 mmol) of methyl 4-[3-(1-adamantyl)-4-hydroxyphenylethynyl]benzoate dissolved in 70 ml of DMF was added dropwise and stirring was carried out at room temperature until gas evolution had ceased. 610 μl (3.1 mmol) of 1-iodononane were then added dropwise and stirring was carried out at room temperature for four hours. The reaction mixture was poured into ice-cold water and extracted with ethyl ether and the organic phase was separated by settling, dried over magnesium sulphate and evaporated.

後処理

  1. additionwas added dropwise
  2. customwas carried out at room temperature until gas evolution
  3. stirringstirring
  4. additionThe reaction mixture was poured into ice-cold water
  5. extractionextracted with ethyl ether
  6. customthe organic phase was separated
  7. dry with materialdried over magnesium sulphate
  8. customevaporated

出典と根拠

ORDレコード
ord-67c74de11e5e4562b4be5c53edc1b080
出典データセット
uspto-grants-1998_08
特許番号
US05798354

関連ノート

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