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Methyl acetoacetate → HCID 54682304、化合物

HRID 1003879
ノート
印刷プレビュー

反応式

HRID 1003879 の反応式
[C:1](OC)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].C([Li])CCC.[CH3:16][CH:17]([CH3:30])[CH2:18][CH2:19][C:20](=[O:29])[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>CCCCCC.O.C1COCC1>[OH:4][C:3]1[CH2:5][C:20]([CH2:19][CH2:18][CH:17]([CH3:30])[CH3:16])([CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:29][C:1](=[O:6])[CH:2]=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

8

反応物 4

HCID 7757Methyl acetoacetateHCID 24758Sodium hydrideHCID 4301992HCID 4301992、化合物HCID 178418339Butyllithium

生成物 1

HCID 54682304HCID 54682304、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028
Tetrahydrofuran
溶媒
HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

The title compound was prepared as described in General Method 5 using 2.56 g (22 mmol) of methyl acetoacetate, 0.97 g (24.2 mmol) of NaH 60% dispersion in oil, 14.4 mL (23.1 mmol) of 1.6 M n-butyl lithium in hexane, 4.5 g (22.0 mmol) of 6-methyl-1-phenyl-heptan-3-one (A. Katritzky, et al., J. Org. Chem., 1995, 60 (23), 7605) and 60 mL of THF. After addition of the ketone, the reaction was stirred for 90 minutes at 0° C. and then for 30 minutes at room temperature. Water (400 mL) was slowly added with vigorous stirring, and the reaction was allowed to stir overnight. The reaction was worked up as in General Method 6. The product was triturated from ether to afford a solid, m.p. 99-100.5° C. 1H NMR (CDCl3) δ 0.89-0.92 (d,d, 6 H), 1.24-1.32 (m, 2 H), 1.48-1.57 (m, 1 H), 1.64-1.83 (m, 2 H), 1.94-2.03 (m, 2 H), 2.68-2.77 (m, s, 4 H), 3.42 (s, 2 H), 7.16-7.32 (m, 5 H).

後処理

  1. waitfor 30 minutes at room temperature
  2. stirringto stir overnight
  3. customThe product was triturated from ether
  4. customto afford a solid, m.p. 99-100.5° C

出典と根拠

ORDレコード
ord-eec9c7c0edd847609d60be023a833523
出典データセット
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06046355

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート