Dimethylformamide → 2-(4-Bromophenoxy)acetamide

HRID 1054733

반응식

HRID 1054733 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 물질

5

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 2 M oxalyl choride 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, 2 H), 6.81-6.79 (m, 2 H), 4.59 (s, 2 H).

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-55c2abcb2f684698bb235f78c63fe161
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394285B2

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