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Chlorosuccinimide → 4-[4-(1-Adamantyl)-2-chlorophenoxy]-butyric acid

HRID 597426
ノート
印刷プレビュー

反応式

HRID 597426 の反応式
[Cl:1]N1C(=O)CCC1=O.[C:9]12([C:19]3[CH:31]=[CH:30][C:22]([O:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[CH:21][CH:20]=3)[CH2:18][CH:13]3[CH2:14][CH:15]([CH2:17][CH:11]([CH2:12]3)[CH2:10]1)[CH2:16]2>CN(C)C=O>[Cl:1][C:30]1[CH:31]=[C:19]([C:9]23[CH2:10][CH:11]4[CH2:12][CH:13]([CH2:14][CH:15]([CH2:17]4)[CH2:16]2)[CH2:18]3)[CH:20]=[CH:21][C:22]=1[O:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28]
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 2

HCID 31398ChlorosuccinimideHCID 214251534-[4-(1-Adamantyl)-phenoxy]butyric acid

生成物 1

HCID 214251574-[4-(1-Adamantyl)-2-chlorophenoxy]-butyric acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

3.22 g of N-chlorosuccinimide are added to a solution of 7 g of 4-[4-(1-adamantyl)-phenoxy]-butyric acid in 40 ml of absolute dimethylformamide whilst stirring in an anhydrous atmosphere at 0° C. The mixture is then stirred for a further 15 minutes at 0° C, 30 minutes at about 25° C and 9 hours at 50° C. The reaction solution is cooled to 0° C, filtered and treated with 40 ml of ice water. The precipitate formed is filtered off and washed with ice water. It is then recrystallised twice from ethanol. 4-[2-Chloro-4-(1-adamantyl)-phenoxy]-butyric acid of melting point 164°-166° C is thus obtained.

後処理

  1. stirringThe mixture is then stirred for a further 15 minutes at 0° C, 30 minutes at about 25° C and 9 hours at 50° C
  2. temperatureThe reaction solution is cooled to 0° C
  3. filtrationfiltered
  4. additiontreated with 40 ml of ice water
  5. customThe precipitate formed
  6. filtrationis filtered off
  7. washwashed with ice water
  8. customIt is then recrystallised twice from ethanol

出典と根拠

ORDレコード
ord-c82ff08f64a141bdb6556e3a1c805b1d
出典データセット
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04013719

反応ノート

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