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Methyl iodide → Ethyl 2,4-dibromo-3-ethoxybenzoate

HRID 841164
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HRID 841164 반응식
[Br:1][C:2]1[C:12]([OH:13])=[C:11]([Br:14])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(=O)([O-])[O-].[K+].[K+].IC.[CH2:23](N(CC)C=O)[CH3:24]>CN(C=O)C>[Br:1][C:2]1[C:12]([O:13][CH2:23][CH3:24])=[C:11]([Br:14])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]
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참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12051DiethylformamideHCID 14851207Ethyl 2,4-dibromo-3-hydroxybenzoate

생성물 1

HCID 22621032Ethyl 2,4-dibromo-3-ethoxybenzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
85 °C

실험 절차

Ethyl 2,4-dibromo-3-hydroxybenzoate (5.0 g) was added to a stirred suspension of potassium carbonate (106.4 g) in dry N,N-diethylformamide (DMF). A solution of iodomethane (25.7 g) in DMF was added over 18 minutes, and the resulting mixture was heated at 85° C. for 1.3 hours. The cooled mixture was poured onto water and extracted with ether. The extract was washed (brine solution), dried (anhydrous magnesium sulphate) and the solvent evaporated in vacuo to give ethyl 2,4-dibromo-3-ethoxybenzoate (52.08 g), NMR 1.4(t,3H), 1.5(t,3H), 4.1(q,2H), 4.4(q,2H), 7.35(d,1H), 7.55(d,1H).

후처리

  1. additionThe cooled mixture was poured onto water
  2. extractionextracted with ether
  3. washThe extract was washed (brine solution)
  4. dry with materialdried (anhydrous magnesium sulphate)
  5. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-d7dcaf06108f44a48e188a0d70cd0514
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06369270B1

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