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Ethanol, 1-ethoxy-2,2,2-trifluoro- → (2SR)-(3SR)-3-nitro-1,1,1-trifluoro-2-heptanol

HRID 850138
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HRID 850138 반응식
[N+:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])([O-:3])=[O:2].C([O:11][CH:12](O)[C:13]([F:16])([F:15])[F:14])C.C(=O)([O-])[O-].[K+].[K+]>CC(=O)OCC>[N+:1]([CH:4]([CH2:5][CH2:6][CH2:7][CH3:8])[CH:12]([OH:11])[C:13]([F:16])([F:15])[F:14])([O-:3])=[O:2]
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참가 물질

5

반응물 3

HCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 11430Potassium CarbonateHCID 2206391-Nitropentane

생성물 1

HCID 22121535(2SR)-(3SR)-3-nitro-1,1,1-trifluoro-2-heptanol

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
60 °C

실험 절차

To a stirred solution of 1-nitropentane (1.0 g, 8.5 mmol) and trifluoroacetaldehyde ethyl hemiacetal (1.2 mL, 8.5 mL) was added potassium carbonate (K2CO3 ) (0.06 9, 0.43 mmol). The reaction mixture was heated at 60 ° C. under Ar for 3 h. The mixture was cooled to R.T., then taken up in EA (50 mL). The organic layer was washed with 1 N HCl (2×10 mL), sat. NaCl (2×10 mL), dried (MgSO4), filtered and concentrated to give (2SR)-(3SR)-3-nitro-1,1,1-trifluoro-2-heptanol as a crude oil (1.7 g, 93%): 1H NMR (CDCl3, 300 MHz) δ0.91 (t, 3H, J=7.2 Hz), 1.24-1.43 (m, 4H), 2.04-2.11 (m, 2H), 4.08-4.77 (m, 3H) ppm.

후처리

  1. temperatureThe mixture was cooled to R.T.
  2. washThe organic layer was washed with 1 N HCl (2×10 mL), sat. NaCl (2×10 mL)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-421d667e3bc440959741278acdd9e4f0
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06015879

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