Diazomethane → Methyl 4-bromo-2-chloro-6-methylbenzoate

HRID 2427492노트

반응식

HRID 2427492 반응식
[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([Cl:12])[CH:3]=1.[N+](=[CH2:15])=[N-]>C(OCC)(=O)C.C(OCC)C>[CH3:15][O:7][C:6](=[O:8])[C:5]1[C:9]([CH3:11])=[CH:10][C:2]([Br:1])=[CH:3][C:4]=1[Cl:12]

참가 물질

5

반응물 2

HCID 9550DiazomethaneHCID 566042464-Bromo-2-chloro-6-methylbenzoic acid

생성물 1

HCID 45480505Methyl 4-bromo-2-chloro-6-methylbenzoate수율 113%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

실험 절차

4-Bromo-2-chloro-6-methylbenzoic acid (1.10 g, 4.41 mmol) was dissolved in ethyl acetate (15 mL). A solution of diazomethane in diethyl ether was added until the yellow colour persisted. After fifteen minutes the reaction was quenched with acetic acid. After one hour, the mixture was washed with saturated sodium bicarbonate and brine, dried over magnesium sulfate, filtered and concentrated to provide the title compound as a yellow oil (1.31 g, 113%). 1H NMR CDCl3: 7.43 (s, 1H), 7.31 (s, 1H), 3.94 (s, 3H), 2.33 (s, 3H).

후처리

  1. customAfter fifteen minutes the reaction was quenched with acetic acid
  2. washthe mixture was washed with saturated sodium bicarbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5ed3020889ad43c7bf69b2e437b5e85d
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07968570B2

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