Sodium hydride → 2-(2-Chloro-5-thiazolyl)methoxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

HRID 77338

反応式

HRID 77338 の反応式
[H-].[Na+].[OH:3][CH2:4][CH:5]1[CH2:9][O:8][C:7]2([CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:11][CH2:10]2)[O:6]1.[Cl:23][C:24]1[S:25][C:26]([CH2:29]Cl)=[CH:27][N:28]=1>C1(C)C=CC=CC=1>[Cl:23][C:24]1[S:25][C:26]([CH2:29][O:3][CH2:4][CH:5]2[CH2:9][O:8][C:7]3([CH2:10][CH2:11][N:12]([CH2:15][CH2:16][C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:13][CH2:14]3)[O:6]2)=[CH:27][N:28]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 27631792-Chloro-5-chloromethylthiazoleHCID 667015182-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

生成物 1

HCID 667015372-(2-Chloro-5-thiazolyl)methoxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒3 回

反応条件

温度
28 °C

実験手順

To 8.64 g (0.36 mole) of sodium hydride in toluene (250 ml) was added 2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1.50 gm, 0.18 mole) in toluene (350 ml) with stirring at 28° C. The phase transfer catalyst tetrabutylammonium bromide TBAB 2 gm was added and 31 gm of 2-chloro-5-chloromethylthiazole in toluene (225 ml) was then added drop wise at 10° C. and the reaction mixture was refluxed for 15 hrs. The reaction mixture was washed with water and the product was extracted with methylene chloride 100 ml. The solvent was distilled off to get thick dark colored liquid. The yield of the product was 85%.

後処理

  1. temperaturethe reaction mixture was refluxed for 15 hrs
  2. washThe reaction mixture was washed with water
  3. extractionthe product was extracted with methylene chloride 100 ml
  4. distillationThe solvent was distilled off
  5. customto get thick dark colored liquid

出典と根拠

ORDレコード
ord-2cfa75405cf349088974236ec659b8bc
出典データセット
uspto-grants-2014_09
特許番号
US08841296B2

関連ノート

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