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

HRID 77338

반응식

HRID 77338 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매3회

반응 조건

온도
28 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-2cfa75405cf349088974236ec659b8bc
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841296B2

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