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Ammonium Chloride → HCID 58504118、化合物

HRID 2407702
ノート
印刷プレビュー

反応式

HRID 2407702 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[O:25][N:24]=[C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:22]=3)[CH2:16][CH2:15]1)[C:6]([C:32]([O:34][CH3:35])=[O:33])=[C:5]2[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C([Li])CCC.[Cl-].[NH4+]>O1CCCC1>[O:12]=[C:8]1[C:9]2[C:4](=[CH:3][CH:2]=[CH:11][CH:10]=2)[C:5]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[C:6]([C:32]([O:34][CH3:35])=[O:33])[N:7]1[CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:22]=2)[CH2:16][CH2:15]1
参加物反応条件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 58503962HCID 58503962、化合物HCID 178418339Butyllithium

生成物 1

HCID 58504118HCID 58504118、化合物収率 34.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

The compound prepared in Example 96 (0.050 g) was suspended in dry tetrahydrofuran (10 mL) and cooled to −78° C. n-Butyl lithium (2.5 mol/L solution in hexane, 0.03 mL) was added dropwise and the reaction was allowed to stirred at −78° C. for 5 minutes. A saturated aqueous ammonium chloride solution was added and the reaction mixture was warmed to room temperature. The mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate. The organics were washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel to obtain the title compound (0.015 g) having the following physical data.

後処理

  1. additionwas added dropwise
  2. temperaturethe reaction mixture was warmed to room temperature
  3. customThe mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate
  4. washThe organics were washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-ba742325f3af414ba16f4d038115f399
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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