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4-Chlorobenzoyl chloride → HCID 23453038, 화합물

HRID 1706476
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HRID 1706476 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH2:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][CH:15]=1>N1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:16][CH:15]=2)=[O:7])=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 85014-Chlorobenzoyl chlorideHCID 20463409Ethyl 4-(2-aminoethyl)benzeneacetate

생성물 1

HCID 23453038HCID 23453038, 화합물수율 70%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
10 °C

실험 절차

8.3 g 4-Chlorobenzoyl chloride are added dropwise at 5°-10° C., within the course of 10 minutes, to a solution of 11.0 g ethyl 4-(2-aminoethyl)-phenylacetate in 90 ml anhydrous pyridine. The reaction mixture is then stirred for 90 minutes at 10° C., subsequently allowed to warm up to 20° C. and thereafter warmed to 40°-45° C. for 30 minutes. The reaction mixture is then cooled and stirred into 900 ml ice water, a solid precipitate thereby being obtained. This is filtered off with suction and washed with water. There are obtained 14.5 g (94% of theory) of crude product which is recrystallized from isopropanol to give 10.9 g (70% of theory) ethyl 4-[2-(4-chlorobenzamido)-ethyl]-phenylacetate; m.p. 118°-119° C.

후처리

  1. temperatureto warm up to 20° C.
  2. temperaturewarmed to 40°-45° C. for 30 minutes
  3. temperatureThe reaction mixture is then cooled
  4. customa solid precipitate thereby being obtained
  5. filtrationThis is filtered off with suction
  6. washwashed with water
  7. customThere are obtained 14.5 g (94% of theory) of crude product which
  8. customis recrystallized from isopropanol

출처 및 근거

ORD 기록
ord-d0866f12fbdc4f349a53cebcac96a756
출처 데이터셋
uspto-grants-1980_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04207341

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