Chloroacetyl chloride → 3-[4-(2-Chloroacetylamino)-3-hydroxyphenyl]acrylic acid ethyl ester

HRID 850609노트

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HRID 850609 반응식
[CH2:1]([O:3][C:4](=[O:15])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[C:9]([OH:14])[CH:8]=1)[CH3:2].C([O-])(O)=O.[Na+].[Cl:21][CH2:22][C:23](Cl)=[O:24]>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:15])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:23](=[O:24])[CH2:22][Cl:21])=[C:9]([OH:14])[CH:8]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 516892Sodium BicarbonateHCID 540473973-(4-Amino-3-hydroxyphenyl)-acrylic acid ethyl ester

생성물 1

HCID 541602373-[4-(2-Chloroacetylamino)-3-hydroxyphenyl]acrylic acid ethyl ester

시약·촉매·용매 1

HCID 6212Chloroform용매2회

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온도
0 °C

실험 절차

To a stirred solution of 10-3 (3.38 g, 16.3 mmol) in CHCl3 (80 mL) was added saturated NaHCO3 (50 mL) and it was then chilled to 0° C. A solution of chloroacetyl chloride (1.94 mL, 24.4 mmol) in CHCl3 (30 mL) was added dropwise to the chilled biphase. Upon addition completion, the reaction was stirred at 0° C. for 1 h. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4) and concentrated to give 10-4 which was used without further purification in the next step.

후처리

  1. additionUpon addition completion
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted twice with EtOAc
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customto give 10-4 which
  8. customwas used without further purification in the next step

출처 및 근거

ORD 기록
ord-a24781472ece49839d630c0d219d1c3d
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06017926

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