Benzenesulfonyl chloride → 5-Bromo-2-butylbenzofuran

HRID 522538노트

반응식

HRID 522538 반응식
C1(S(Cl)(=O)=O)C=CC=CC=1.C(N(CC)CC)C.[Br:18][C:19]1[CH:33]=[CH:32][C:22]([O:23][CH:24]([CH2:28][CH2:29][CH2:30][CH3:31])[C:25](O)=O)=[C:21](C=O)[CH:20]=1.CC1CCCCC1.C(OCC)(=O)C>C1(C)C=CC=CC=1>[CH2:28]([C:24]1[O:23][C:22]2[CH:21]=[CH:20][C:19]([Br:18])=[CH:33][C:32]=2[CH:25]=1)[CH2:29][CH2:30][CH3:31]

참가 물질

6

반응물 4

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 220578262-(4-Bromo-2-formylphenoxy)hexanoic acid3회HCID 66985183Ethyl acetate methylcyclohexane

생성물 1

HCID 569260235-Bromo-2-butylbenzofuran

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
80 °C

실험 절차

25.8 ml of benzenesulfonyl chloride (0.202 mol; 1.4 equivalents) and 40 ml of toluene are placed in an equipped reactor and the mixture is stirred at 80° C. 65 ml of anhydrous triethylamine (0.47 mol) and then 45.2 g of 2-(4-bromo-2-formylphenoxy)hexanoic acid (compound VIII) (0.144 mol) dissolved in 250 ml of toluene are then added slowly at 80° C. The reaction progress is monitored by TLC (eluent: 80/20 methylcyclohexane/ethyl acetate; Rf of compound VIII=0.08; Rf of the desired compound IX=0.80).

후처리

  1. additionare then added slowly at 80° C

출처 및 근거

ORD 기록
ord-aaf4388929724f84b3113c0b1d7d133a
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334254B2

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