Sodium borohydride → 3-(1,3-Thiazol-4-yl)propan-1-ol

HRID 1096812노트

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HRID 1096812 반응식
[BH4-].[Na+].[S:3]1[CH:7]=[C:6]([CH2:8][CH2:9][CH:10]=[O:11])[N:5]=[CH:4]1>CO>[S:3]1[CH:7]=[C:6]([CH2:8][CH2:9][CH2:10][OH:11])[N:5]=[CH:4]1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 451216853-(1,3-Thiazol-4-yl)propanal

생성물 1

HCID 147742743-(1,3-Thiazol-4-yl)propan-1-ol수율 95.6%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

NaBH4 (1.68 g, 44.4 mmol) was added to a sol. of 3-thiazol-4-yl-propionaldehyde (4.35 g, 29.3 mmol) in MeOH (80 mL) at 0° C. The mixture was stirred for 30 min at 0° C., then for 1 h at rt. The mixture was cooled to 0° C., and ice was added. The mixture was partially evaporated under reduced pressure, and the residue was diluted with EtOAc. This mixture was washed with water and brine. The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:1→EtOAc→CH2Cl2/EtOAc 1:9) yielded the title compound (4.01 g, 93%). LC-MS: tR=0.34, ES+: 144.16.

후처리

  1. waitfor 1 h at rt
  2. temperatureThe mixture was cooled to 0° C.
  3. additionice was added
  4. customThe mixture was partially evaporated under reduced pressure
  5. additionthe residue was diluted with EtOAc
  6. washThis mixture was washed with water and brine
  7. dry with materialextracts were dried over MgSO4
  8. filtrationfiltered
  9. customthe solvents were removed under reduced pressure
  10. customPurification of the residue by FC (EtOAc/heptane 1:1→EtOAc→CH2Cl2/EtOAc 1:9)

출처 및 근거

ORD 기록
ord-ac05362e60d4419faaf349337e89f67e
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138340B2

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