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

HRID 1108403노트

반응식

HRID 1108403 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

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 11-3 (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 11-4 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 11-4 which
  8. customwas used without further purification in the next step

출처 및 근거

ORD 기록
ord-dd324a62acf3461f91b57b8eb64d2328
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06066648

반응 노트

불러오는 중…