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

HRID 635593

反応式

HRID 635593 の反応式
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]

参加物

8

反応物 5

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 15462839Ethyl 6-[5,6,7,8-tetrahydro-5,5-dimethyl-8-hydroxynaphth-2-yl]naphth-2-oate2 回HCID 22344722t-Butylammonium Iodide

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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 oil. The title compound was obtained as an oil after flash chromatography (silica, 10% ethyl acetate).

後処理

  1. customTo a cold (0° C.) solution
  2. additionwas added
  3. temperaturethe reaction was warmed to 35° C. for one additional hour
  4. extractionextracted with CH2Cl2 (2×)
  5. washThe combined organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customto give an oil

出典と根拠

ORDレコード
ord-5963ea03537847199a7da61b40d13fef
出典データセット
uspto-grants-2001_02
特許番号
US06187933B1

関連ノート

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