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Chloroacetyl chloride → HCID 53801693, 화합물

HRID 1155631
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HRID 1155631 반응식
[CH3:1][C:2]1[C:7]([NH:8][CH2:9][CH2:10][CH3:11])=[C:6]([O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19])[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl[CH2:23][C:24](Cl)=[O:25]>C(Cl)Cl>[CH3:11][CH2:10][CH2:9][N:8]([C:7]1[C:2]([CH3:1])=[CH:3][CH:4]=[CH:5][C:6]=1[O:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19])[C:24](=[O:25])[CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 14798Sodium HydroxideHCID 20458093HCID 20458093, 화합물

생성물 1

HCID 53801693HCID 53801693, 화합물수율 39%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture containing a portion of the 6-methyl-2-[2-(2-methoxyethoxy)ethoxy]-N-2-methylethyl aniline (5.34 g; 0.02 mole) and sodium hydroxide (0.88 g; 0.22 mole) in 150 ml. of methylene chloride was cooled to 10° C. To the reaction mixture was added dropwise chloroacetyl chloride (2.5 g; 0.022 mole) and the resulting mixture was stirred for 10 minutes. The layers were separated and the organic methylene chloride layer was washed with water, dried over magnesium sulfate and concentrated in vacuo to yield a crude product. The crude product was separated on a silica gel column using a 2:5 ethyl acetate:cyclohexane mixture as the eluant to yield N-2-methylethyl-N-[6-methyl-2-(2-(2-methoxyethoxy)ethoxy)phenyl]acetamide (Compound No. 102) (2.7 g; 39% yield) as a clear yellow oil having a boiling point of 163° C. (0.13 mmHg) and the following analysis:

후처리

  1. customThe layers were separated
  2. washthe organic methylene chloride layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customto yield a crude product
  6. customThe crude product was separated on a silica gel column

출처 및 근거

ORD 기록
ord-fdf65da44865434b9c0fc03c42bb7dd6
출처 데이터셋
uspto-grants-1982_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04332614

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