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Methanesulfonic Acid → HCID 18961267, 화합물

HRID 1708261
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HRID 1708261 반응식
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[C:16]([CH2:19][O:20][C:21]1[CH:31]=[CH:30][C:24]([CH:25](O)[C:26](O)=[O:27])=[CH:23][CH:22]=1)([OH:18])=[O:17].CS(O)(=O)=O>C(O)(=O)C>[C:11]([C:9]1[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]2[O:15][C:26](=[O:27])[CH:25]([C:24]3[CH:23]=[CH:22][C:21]([O:20][CH2:19][C:16]([OH:18])=[O:17])=[CH:31][CH:30]=3)[C:7]=2[CH:8]=1)([CH3:14])([CH3:13])[CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6395Methanesulfonic AcidHCID 73112,4-Di-tert-butylphenolHCID 109987014-Carboxymethoxymandelic acid

생성물 1

HCID 18961267HCID 18961267, 화합물수율 78.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 20.6 g (0.10 mol) of 2,4-di-tert-butylphenol, 22.6 g (0.10 mol) of 4-carboxymethoxymandelic acid and 1 g (10 mmol) of methanesulfonic acid in 50 ml of acetic acid is refluxed for 15 hours. The acetic acid is then distilled off. The residue is dissolved in 100 ml of dichloromethane, and the solution is washed three times with water. The organic phases are combined, dried over magnesium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from ligroin gives 31.0 g (78%) of 5,7-di-tert-butyl-3-(4-carboxymethoxyphenyl)benzofuran-2-one, melting point 158°-162° C. (Compound (116), Table 1).

후처리

  1. temperatureis refluxed for 15 hours
  2. distillationThe acetic acid is then distilled off
  3. dissolutionThe residue is dissolved in 100 ml of dichloromethane
  4. washthe solution is washed three times with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated on a vacuum rotary evaporator
  7. customCrystallisation of the residue from ligroin

출처 및 근거

ORD 기록
ord-13a59224261d4cdfa6d6ffa72df9e6e5
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05356966

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