Benzaldehyde → HCID 22998524, 화합물

HRID 1738534노트

반응식

HRID 1738534 반응식
[Li]CCCC.[CH3:6][Si:7]([CH3:29])([CH3:28])[CH2:8][CH2:9][O:10][CH2:11][C:12]1[S:13][CH:14]=[CH:15][C:16]=1[S:17]([NH:20][C:21]1[O:25][N:24]=[C:23]([CH3:26])[C:22]=1[CH3:27])(=[O:19])=[O:18].[CH:30](=[O:37])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C1COCC1>[CH3:6][Si:7]([CH3:28])([CH3:29])[CH2:8][CH2:9][O:10][CH2:11][C:12]1([CH:30]([OH:37])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:16]([S:17]([NH:20][C:21]2[O:25][N:24]=[C:23]([CH3:26])[C:22]=2[CH3:27])(=[O:18])=[O:19])[CH:15]=[CH:14][S:13]1

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 22998459HCID 22998459, 화합물HCID 178418339Butyllithium

생성물 1

HCID 22998524HCID 22998524, 화합물수율 94.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

n-BuLi (2.39 M, 177 μl) was slowly added to a solution of (2-trimethylsilylethoxymethyl)-N-(3,4-dimethyl-5-isoxazolyl)thiophene-3-sulfonamide (156 mg, 0.38 mmol) in THF at -78° C. under nitrogen. The reaction was stirred at -78° C. for 45 min., then benzaldehyde (45 μl, 0.42 mmol) was added in one lot at -78° C. and the solution was allowed to come to room temperature. Stirring was continued for 1 hr. Purification was achieved by column chromatography using 10% ethyl acetate/hexanes to give 179 mg 2-[2-(trimethylsilyl)ethoxymethyl]-N-(3,4-dimethyl-5-isoxazolyl)-2-(α-hydroxybenzyl)thiophene-3-sulfonamide as a yellow viscous oil (90% yield).

후처리

  1. customto come to room temperature
  2. stirringStirring
  3. waitwas continued for 1 hr
  4. customPurification

출처 및 근거

ORD 기록
ord-355fa8791d9f474ca62c42eafb2b33ca
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05962490

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