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Ammonium Chloride → HCID 67050087、化合物

HRID 1881529
ノート
印刷プレビュー

反応式

HRID 1881529 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[S:18][CH:19]=[C:20]([C:26](OCC)=[O:27])[C:21]=2[O:22][CH2:23][O:24][CH3:25])=[CH:13][CH:12]=1)([CH3:10])([CH3:9])[CH3:8].[Cl-].[NH4+]>C1COCC1>[C:7]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[S:18][CH:19]=[C:20]([CH2:26][OH:27])[C:21]=2[O:22][CH2:23][O:24][CH3:25])=[CH:13][CH:12]=1)([CH3:10])([CH3:8])[CH3:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 670503162-(4-t-Butylphenyl)-3-methoxymethyloxy-4-ethoxycarbonylthiophene

生成物 1

HCID 67050087HCID 67050087、化合物収率 47.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To lithium aluminium hydride (27 mg, 0.72 mmol) in THF (0.86 mL), 2-(4-t-butylphenyl)-3-methoxymethyloxy-4-ethoxycarbonylthiophene (0.21 g, 0.60 mmol) in THF (0.86 mL) was added dropwise under cooling with ice, and the reaction solution was stirred under cooling with ice for 1 hour. After addition of saturated aqueous ammonium chloride, the reaction solution was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (n-hexane/ethyl acetate=3/1) to give the desired product as a colorless oil (87 mg, yield 47%).

後処理

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice for 1 hour
  3. extractionthe reaction solution was extracted with ethyl acetate
  4. washthe organic layer was washed with saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. custompurified by silica gel column chromatography (n-hexane/ethyl acetate=3/1)

出典と根拠

ORDレコード
ord-d896fa690e1040d9a40a4fe09ad2d8bc
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08318796B2

反応ノート

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