Imidazole → 2,5,7-Trimethyl-2-triethylsilanyloxymethyl-6-vinyl-indan-1-ol

HRID 473071

反応式

HRID 473071 の反応式
[OH:1][CH2:2][C:3]1([CH3:17])[CH2:11][C:10]2[C:5](=[C:6]([CH3:15])[C:7]([CH:13]=[CH2:14])=[C:8]([CH3:12])[CH:9]=2)[CH:4]1[OH:16].N1C=CN=C1.[Si:23](Cl)([CH2:28][CH3:29])([CH2:26][CH3:27])[CH2:24][CH3:25]>C(Cl)Cl.O>[CH3:17][C:3]1([CH2:2][O:1][Si:23]([CH2:28][CH3:29])([CH2:26][CH3:27])[CH2:24][CH3:25])[CH2:11][C:10]2[C:5](=[C:6]([CH3:15])[C:7]([CH:13]=[CH2:14])=[C:8]([CH3:12])[CH:9]=2)[CH:4]1[OH:16]

参加物

6

反応物 3

HCID 795ImidazoleHCID 13819ChlorotriethylsilaneHCID 59415730HCID 59415730、化合物

生成物 1

HCID 684751572,5,7-Trimethyl-2-triethylsilanyloxymethyl-6-vinyl-indan-1-ol収率 88%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To the stirred solution of starting material 7 (0.85 g, 3.66 mmol) in dry CH2Cl2 added Imidazole (0.5 g, 7.32 mmol) and TESCl (0.6 mL, 3.66 mmol) sequentially at 0° C. under argon atmosphere and stirred the reaction mixture at same temperature for 6 h. Then reaction mixture was diluted with H2O (10 mL) followed by extraction with CH2Cl2 (50 mL), brine (25 mL), dried (Na2SO4) and concentrated in vacuo. Purification by column chromatography (SiO2, 5 to 10% EtOAc in petroleum ether eluant) gave pure compound 8 (0.85 g, 88%) as syrup.

後処理

  1. customThen reaction mixture
  2. extractionfollowed by extraction with CH2Cl2 (50 mL), brine (25 mL)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customPurification by column chromatography (SiO2, 5 to 10% EtOAc in petroleum ether eluant)

出典と根拠

ORDレコード
ord-16743c616dea49a9862844f9a4e5463c
出典データセット
uspto-grants-2014_01
特許番号
US08633252B2

関連ノート

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