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Dimethylformamide → 2-(4-Bromophenoxy)acetamide

HRID 338390
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HRID 338390 반응식
[Br:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](O)=[O:9])=[CH:4][CH:3]=1.C(Cl)(=O)C(Cl)=O.C[N:20](C=O)C>ClCCl>[Br:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8]([NH2:20])=[O:9])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 74657p-Bromophenoxyacetic acid

생성물 1

HCID 3028642-(4-Bromophenoxy)acetamide수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of (4-bromophenoxy)acetic acid (500 mg, 2.00 mmol) in dichloromethane (10 mL) and DMF (0.2 mL) was added 2M oxalyl chloride in methylene chloride (5 mL, 10 mmol). The reaction mixture was stirred at room temperature for 2 hours, and the solvent was removed under reduced pressure. Ammonium hydroxide (15 mL) was added dropwise via additional funnel. After addition, the mixture was extracted with EtOAc (3×20 mL). The combined organic layers were dried and concentrated in vacuo to give 2-(4-bromophenoxy)acetamide (350 mg, 70% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3): δ 7.37-7.35 (m, 2H), 6.81-6.79 (m, 2H), 4.59 (s, 2H).

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후처리

  1. customthe solvent was removed under reduced pressure
  2. additionAmmonium hydroxide (15 mL) was added dropwise via additional funnel
  3. additionAfter addition
  4. extractionthe mixture was extracted with EtOAc (3×20 mL)
  5. customThe combined organic layers were dried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0d40f7466eff4c9ca72219133632cc17
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889730B2

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