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Tetrahydrofuran → HCID 58504183、化合物

HRID 2407700
ノート
印刷プレビュー

反応式

HRID 2407700 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][C:6]([C:13]([O:15][CH3:16])=[O:14])=[C:5]2[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:23]1([C:29]2[CH:33]=[C:32]([CH2:34][N:35]3[CH2:40][CH2:39][CH:38]([CH2:41][NH2:42])[CH2:37][CH2:36]3)[O:31][N:30]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(N(C(C)C)CC)(C)C.O1CCCC1>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:42]([CH2:41][CH:38]1[CH2:37][CH2:36][N:35]([CH2:34][C:32]3[O:31][N:30]=[C:29]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:33]=3)[CH2:40][CH2:39]1)[C:6]([OH:7])([C:13]([O:15][CH3:16])=[O:14])[CH:5]2[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=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

6

反応物 4

HCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 58504252HCID 58504252、化合物HCID 66990710Methyl 6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylate

生成物 1

HCID 58504183HCID 58504183、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

Methyl 6-bromo-1-oxo-4-phenyl-1H-isochromene-3-carboxylate (0.319 g, prepared according to the reported preparation in US 2005/0148624) and the compound prepared in Example 9 (0.458 g) were suspended in methanol (10 mL) and diisopropylethylamine (0.772 mL) was added. Tetrahydrofuran (5 mL) was added and the reaction mixture was heated at 60° C. overnight. The reaction mixture was then cooled to room temperature and concentrated. The reaction mixture was partitioned between ethyl acetate and a saturated aqueous sodium bicarbonate solution. The organics were washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate) to obtain the title compound (0.560 g) having the following physical data.

後処理

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. concentrationconcentrated
  3. customThe reaction mixture was partitioned between 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 (ethyl acetate)

出典と根拠

ORDレコード
ord-6aa578f87fc245cfafb450d1169387d9
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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