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2,4-Dibromo-thiazole-5-carbaldehyde → 2,4-Dibromothiazole-5-methanol

HRID 645564
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HRID 645564 반응식
[Br:1][C:2]1[S:3][C:4]([CH:8]=[O:9])=[C:5]([Br:7])[N:6]=1.[BH4-].[Na+]>CO>[Br:1][C:2]1[S:3][C:4]([CH2:8][OH:9])=[C:5]([Br:7])[N:6]=1
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참가 물질

4

반응물 2

HCID 36928392,4-Dibromo-thiazole-5-carbaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 100618132,4-Dibromothiazole-5-methanol수율 91.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2,4-Dibromo-thiazole-5-carbaldehyde (2.0 g, 7.4 mmol) in methanol (80 mL) was treated with NaBH4 (419 mg, 11.0 mmol). The reaction mixture was stirred at rt overnight, quenched with 10% NaOH, diluted with water and extracted with ethyl acetate (2×). The solvent was removed, and the resulting residue was chromatographed using hexane/ethyl acetate (3:1) to give the title compound (1.84 g, 91%). MS (DCI/NH3) m/z 274 (M)+. 1H NMR (500 MHz, CDCl3) δ ppm 2.11 (s, 1H) 4.78 (s, 2H).

후처리

  1. customquenched with 10% NaOH
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate (2×)
  4. customThe solvent was removed
  5. customthe resulting residue was chromatographed

출처 및 근거

ORD 기록
ord-7ac8d0d874d84bbda6bc028bddfb0286
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07704997B1

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