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Water → Ethyl-6-[5,6,7,8-tetrahydro-5,5-dimethyl-8-(methoxymethyloxy)-naphth-7-yl]naphth-2-oate

HRID 1379
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반응식

HRID 1379 반응식
C[C:2]1(C)[CH2:11][CH2:10][CH:9](O)[C:8]2[CH:7]=[C:6]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[CH:19]=[C:18]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:17]=[CH:16]4)[CH:5]=C[C:3]1=2.CCN([CH:35]([CH3:37])[CH3:36])C(C)C.[CH3:38][O:39][CH2:40]Cl.[I-].C([NH3+])(C)(C)C.[OH2:48]>C(Cl)Cl.C(OCC)(=O)C>[CH2:26]([O:25][C:23]([C:18]1[CH:17]=[CH:16][C:15]2[C:20](=[CH:21][CH:22]=[C:13]([CH:6]3[CH:7]([O:48][CH2:40][O:39][CH3:38])[C:8]4[CH:3]=[CH:2][CH:11]=[CH:10][C:9]=4[C:35]([CH3:36])([CH3:37])[CH2:5]3)[CH:14]=2)[CH:19]=1)=[O:24])[CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 15462839Ethyl 6-[5,6,7,8-tetrahydro-5,5-dimethyl-8-hydroxynaphth-2-yl]naphth-2-oate2회HCID 22344722t-Butylammonium Iodide

생성물 1

HCID 22571528Ethyl-6-[5,6,7,8-tetrahydro-5,5-dimethyl-8-(methoxymethyloxy)-naphth-7-yl]naphth-2-oate

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a cold (0° C.) solution of 130 mg (0.35 mmol) of ethyl-6-[5,6,7,8-tetrahydro-5,5-dimethyl-8-(hydroxy)-naphth-7-yl]naphth-2-oate (Compound B4) in 2.0 mL of methylene chloride was added 50 mg (0.15 mL, 0.86 mmol) of Hunig's base, followed by 0.21 g (0.20 mL, 2.6 mmol) chloromethyl methyl ether was added and stirred at room temperature for 14 h. About 500 mgs of t-butylammonium iodide was then added and the reaction was warmed to 35° C. for one additional hour. The reaction was diluted with water, and extracted with CH2Cl2 (2×). The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo to give an off. The title compound was obtained as an oil after flash chromatography (silica, 10% ethyl acetate).

후처리

  1. additionwas added
  2. temperaturethe reaction was warmed to 35° C. for one additional hour
  3. extractionextracted with CH2Cl2 (2×)
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customto give an off

출처 및 근거

ORD 기록
ord-13e57f77780b42eab24c40acb5fbde1d
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05723666

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