Water → Methyl acetyl(p-bromobenzoyl)acetate

HRID 553661

반응식

HRID 553661 반응식
[CH3:1][O:2][C:3](=[O:9])[CH:4]=[C:5](NC)[CH3:6].N1C=CC=CC=1.[Br:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1.[OH2:26]>C1COCC1>[CH3:1][O:2][C:3](=[O:9])[CH:4]([C:21](=[O:22])[C:20]1[CH:24]=[CH:25][C:17]([Br:16])=[CH:18][CH:19]=1)[C:5](=[O:26])[CH3:6]

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 685154-Bromobenzoyl chlorideHCID 2734182Methyl 3-(methylamino)but-2-enoate

생성물 1

HCID 603116Methyl acetyl(p-bromobenzoyl)acetate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

To 3-methylamino-but-2-enoic acid methyl ester (5.0 g, 39.1 mmol) in THF (70 mL) was added pyridine (3.7 mL, 47 mmol) dropwise. The mixture was cooled to 0° C., and 4-bromobenzoyl chloride (8.55 g, 39.1 mmol) in THF (30 mL) was added dropwise. The reaction was stirred at room temperature overnight, and then water was added. The mixture was extracted with EtOAc, and the combined organic layers were washed with water, dried, filtered, and concentrated to give the title compound.

후처리

  1. extractionThe mixture was extracted with EtOAc
  2. washthe combined organic layers were washed with water
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6b5161bf103c4a3fb0b47f7e1ce1a3b0
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048902B2

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