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p-Toluenesulfonic acid → HCID 18334246, 화합물

HRID 920110
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인쇄 미리보기

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HRID 920110 반응식
[CH2:1]([O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][CH2:14][CH:15]2O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:17]=[C:16]2[C:12](=[CH:11][CH:10]=1)[CH2:13][CH:14]=[CH:15]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 23082980HCID 23082980, 화합물

생성물 1

HCID 18334246HCID 18334246, 화합물수율 89%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

To a stirred solution of the product from Step B (15.0 g, 62.5 mmol) in toluene (200 mL) was added p-TsOH (1.0 g, 6.25 mmol) at ambient temperature and the mixture was heated at 80° C. for 1.5 hours. The mixture was concentrated and purified by column chromatography (eluted with PE:EtOAc=30:1) to give the title compound (12.3 g, 89%) as a white solid. 1H-NMR (600 MHz, CDCl3) δ 7.47-7.46 (m, 2H), 7.41-7.33 (m, 5H), 7.06-7.05 (m, 1H), 6.85-6.84 (m, 1H), 6.60-6.58 (m, 1H), 5.11 (s, 2H), 3.35 (m, 2H) ppm.

후처리

  1. concentrationThe mixture was concentrated
  2. custompurified by column chromatography (eluted with PE:EtOAc=30:1)

출처 및 근거

ORD 기록
ord-c2f49ccecd984b8ab0953383cf7deb64
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273046B2

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