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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
ノート
印刷プレビュー

反応式

HRID 1379 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]
参加物実験手順後処理出典と根拠反応ノート

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

後処理

  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

出典と根拠

ORDレコード
ord-13e57f77780b42eab24c40acb5fbde1d
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05723666

反応ノート

読み込み中…

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