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Water → HCID 69017920, 화합물

HRID 1436336
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HRID 1436336 반응식
[C:1]([O:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]=1[C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1OC=C)(=[O:3])[CH3:2].O>CO.C1COCC1>[C:1]([O:4][C:5]1[C:6]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[CH:10][CH:9]=[CH:8]2)(=[O:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 962WaterHCID 69017589HCID 69017589, 화합물

생성물 1

HCID 69017920HCID 69017920, 화합물수율 66%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

95.8 mg (0.27 mmol) of 2-acetyloxy-2′-vinyloxy1,1′-binaphthyl and 9.0 mg (0.014 mmol) of Co(OAc) (L3) were dissolved in 0.27 ml of a mixed solvent (2:1) of methanol and THF under the atmosphere, 25 μl (1.44 mmol) of water was added to the mixture, and the mixture was then stirred at 0° C. After 21 hours, the reaction solution was purified by silica gel column chromatography and as a result, 34% of 2-acetyloxy-2′-vinyloxy-1,1′-binaphthyl was left with an optical purity of 86% ee measured by HPLC. The reaction product O-acetylbinaphthol was obtained in a yield of 66%. Also, the kre1 value showing the selectivity of reactions at this time was 6.6.

후처리

  1. additionwas added to the mixture
  2. customthe reaction solution was purified by silica gel column chromatography and as a result, 34% of 2-acetyloxy-2′-vinyloxy-1,1′-binaphthyl
  3. waitwas left with an optical purity of 86% ee

출처 및 근거

ORD 기록
ord-f3290f0fa4b54ba0b54fc1c09ca3edd0
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07619003B2

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