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

HRID 597426
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HRID 597426 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c82ff08f64a141bdb6556e3a1c805b1d
출처 데이터셋
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04013719

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