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Sodium hydride → 2-(8-Cyclopropylmethoxy-1,4-dioxaspiro[4.5]dec-8-yl)-4-phenylthiazole

HRID 657517
ノート
印刷プレビュー

反応式

HRID 657517 の反応式
[C:1]1([C:7]2[N:8]=[C:9]([C:12]3([OH:22])[CH2:21][CH2:20][C:15]4([O:19][CH2:18][CH2:17][O:16]4)[CH2:14][CH2:13]3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:26][CH:27]1[CH2:29][CH2:28]1.C(=O)([O-])O.[Na+]>CN(C=O)C>[CH:27]1([CH2:26][O:22][C:12]2([C:9]3[S:10][CH:11]=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[N:8]=3)[CH2:13][CH2:14][C:15]3([O:16][CH2:17][CH2:18][O:19]3)[CH2:20][CH2:21]2)[CH2:29][CH2:28]1
参加物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 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 516892Sodium BicarbonateHCID 59442588HCID 59442588、化合物

生成物 1

HCID 594425102-(8-Cyclopropylmethoxy-1,4-dioxaspiro[4.5]dec-8-yl)-4-phenylthiazole収率 88.6%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

8.0 g of 8-(4-phenylthiazol-2-yl)-1,4-dioxa-spiro[4.5]decan-8-ol were dissolved in 100 ml of anhydrous DMF and treated with 1.1 g of sodium hydride. The mixture was stirred at room temperature for 15 min, then 6.0 g of bromomethylcyclopropane were added. The mixture was stirred at room temperature for 18 h, then poured onto 400 ml of a saturated aqueous sodium hydrogencarbonate solution and extracted three times with 300 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. 8.3 g of the title compound were obtained as a pale yellow oil.

後処理

  1. stirringThe mixture was stirred at room temperature for 18 h
  2. extractionextracted three times with 300 ml each of EA
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-b5f3632f963440fc8df765fcd68e8ea2
出典データセット
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08076324B2

反応ノート

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