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Toluene → 5-Bromobenzofuran-2-carboxylic Acid Diethylamide

HRID 1860623
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HRID 1860623 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10](Cl)=[O:11])=[CH:7][C:6]=2[CH:13]=1.[CH2:14]([N:16](C(C)C)[CH:17](C)[CH3:18])[CH3:15].C1(C)C=CC=CC=1.C(NCC)C>O>[CH2:14]([N:16]([CH2:17][CH3:18])[C:10]([C:8]1[O:9][C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:13][C:6]=2[CH:7]=1)=[O:11])[CH3:15]
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참가 물질

6

반응물 4

HCID 1140TolueneHCID 8021DiethylamineHCID 81531DiisopropylethylamineHCID 27955345-Bromobenzo[b]furan-2-carbonyl chloride

생성물 1

HCID 99481065-Bromobenzofuran-2-carboxylic Acid Diethylamide수율 88%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1.3 g. of 5-bromobenzofuran-2-carbonyl chloride, 1 mL [sic] of ethyldiisopropylamine and 30 mL [sic] of toluene are mixed and 0.62 ml of diethylamine is added to the brown-coloured solution with stirring. A precipitate is formed with a slightly exothermic reaction. After 5 minutes, the mixture was treated with 30 ml of completely deionized water and the phases were separated. The organic phase was washed with 1.) 20 ml of iN HCl 2.) 20 ml of iN NaOH 3.) 20 ml of water and then with 20 ml of saturated NaCl solution and then freed of solvent components in vacuo. After chromatography on silica gel the residual, yellowish oil forms in the eluent MtB ether/heptane 2:1 [sic]. Final weight: 1.3 g of colourless crystals [sic] (yield: 88%), m.p. 79-81°.

후처리

  1. customA precipitate is formed with a slightly exothermic reaction
  2. customthe phases were separated
  3. washThe organic phase was washed with 1

출처 및 근거

ORD 기록
ord-e9a61a07ea404af9b3049a840a309c3b
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06531503B1

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