Hydrochloric Acid → Methyl 4-(2-acetylaminophenyl)butanoate

HRID 1242902

반응식

HRID 1242902 반응식
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13].C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24].Cl>O1CCCC1.C(OCC)(=O)C>[C:23]([NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])(=[O:25])[CH3:24]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 21940035Methyl 4-(2-aminophenyl)butanoate hydrochloride

생성물 1

HCID 21939908Methyl 4-(2-acetylaminophenyl)butanoate수율 73.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

Methyl 4-(2-aminophenyl)butanoate hydrochloride (7.20 g, 0.037 mol) synthesized by a known method by documents (Synthetic communications, 26(18), 3443 (1996)) and triethylamine (5.06 g, 0.05 mol) were dissolved in tetrahydrofuran (60 ml). Acetyl chloride (3.51 g, 0.045 mol) was added dropwise to the mixture, which was stirred at room temperature for 30 minutes. Ethyl acetate and 1N hydrochloric acid were added to the reaction mixture, and extraction was conducted. The organic layer was washed with water, concentrated and dried. A mixed solution of ethyl acetate-n-hexane (1:1) was added to the residue. The crystallized product was collected by filtration, to give methyl 4-(2-acetylaminophenyl)butanoate (6.40 g) as a white powder.

후처리

  1. washThe organic layer was washed with water
  2. concentrationconcentrated
  3. customdried
  4. additionA mixed solution of ethyl acetate-n-hexane (1:1) was added to the residue
  5. filtrationThe crystallized product was collected by filtration

출처 및 근거

ORD 기록
ord-8965cf46fabd464d87d6ed70456b2500
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115750B1

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