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Propanal → 4-Nitro-3-hexanol

HRID 732323
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HRID 732323 반응식
[N+:1](CCC)([O-:3])=[O:2].[O:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1.N12CCCN=C1CCC[CH2:14][CH2:13]2.C(=O)CC>C(OCC)(=O)C>[OH:7][CH:8]([CH2:13][CH3:14])[CH:9]([N+:1]([O-:3])=[O:2])[CH2:10][CH3:11]
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참가 물질

6

반응물 4

HCID 527PropanalHCID 79031-NitropropaneHCID 8028TetrahydrofuranHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 2206384-Nitro-3-hexanol수율 84%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Into a reaction vessel purged with nitrogen, 1-nitropropane (8.93 ml, 100 mmol) and dehydrated tetrahydrofuran (dry THF) (50 ml) were added. After 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (1.5 ml, 10 mmol) was added, propionaldehyde (4.68 ml, 100 mmol) was added while cooling in an ice bath. After stirring for 10 hours at room temperature, ethyl acetate (100 ml) was added. The resulting solution was washed using dilute hydrochloric acid, water and saturated saline, and the obtained organic layer was dried over anhydrous sodium sulfate. The resulting solution was concentrated under reduced pressure to give 4-hydroxy-3-nitrohexane (12.33 g, yield 84%)

후처리

  1. additionwere added
  2. temperaturewhile cooling in an ice bath
  3. washThe resulting solution was washed
  4. dry with materialthe obtained organic layer was dried over anhydrous sodium sulfate
  5. concentrationThe resulting solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7a86a1c25ad648bfa7d1c7a5b08fe20c
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07586117B2

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