ethyl imidazo[2,1-b][1,3]benzothiazole-2-carboxylate → (Imidazo[2,1-b]benzothiazol-2-yl)methanol

HRID 1744917노트

반응식

HRID 1744917 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[N:7]1[C:8]([C:19](OCC)=[O:20])=[CH:9][N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][C:11]=12>C1COCC1>[N:7]1[C:8]([CH2:19][OH:20])=[CH:9][N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[S:12][C:11]=12

참가 물질

4

반응물 2

HCID 1480574ethyl imidazo[2,1-b][1,3]benzothiazole-2-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 2736621(Imidazo[2,1-b]benzothiazol-2-yl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred slurry of LiAlH4 (2.0 g, excess) in dry THF, ethyl imidazo[2,1-b]-benzthiazole-2-carboxylate (4.9 g, 20 mmol) was slowly added in THF (100 ml) at 0° C. After the addition, the reaction mixture was stirred at room temperature for 1 h and quenched with saturated NH4Cl/NH4OH. The separated solid was diluted with Chloroform/MeOH (3:1) and filtered through a pad of celite. The organic layer was washed once with saturated NaCl and dried over anhydrous MgSO4. It was filtered and concentrated. The brown solid obtained was taken to next step with out purification. Yield: 3.8 g, 93%; M+H 205; mp 131° C.

후처리

  1. additionAfter the addition
  2. customquenched with saturated NH4Cl/NH4OH
  3. additionThe separated solid was diluted with Chloroform/MeOH (3:1)
  4. filtrationfiltered through a pad of celite
  5. washThe organic layer was washed once with saturated NaCl
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationIt was filtered
  8. concentrationconcentrated
  9. customThe brown solid obtained
  10. customwas taken to next step with out purification

출처 및 근거

ORD 기록
ord-85db9eb1b35e4f54a1414215be7c3ece
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07018997B2

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