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Propylene Oxide → alpha-Methyl-2-furanethanol

HRID 900437
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HRID 900437 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.C([Li])CCC.[CH2:11]1[O:14][CH:12]1[CH3:13]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:11][CH:12]([OH:14])[CH3:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6378Propylene OxideHCID 8029FuranHCID 178418339Butyllithium

생성물 1

HCID 10855456alpha-Methyl-2-furanethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of furan (7.93 g) in tetrahydrofuran (100 ml) cooled to 5° C. was added dropwise n-butyl lithium (80.2 ml, 1.6M in hexanes). The mixture was stirred for 2 h. A solution of propylene oxide (12.2 ml) was added dropwise and the resulting mixture was stirred at 0° C. for 1 h. The reaction mixture was quenched with saturated ammonium chloride and extracted with diethyl ether. The organics were dried (MgSO4) and concentrated. The crude oil was distilled to give 1-(2-furyl)-propan-2-ol (3.85 g, b.p. 68-70° C. at 6.0 mm).

후처리

  1. stirringthe resulting mixture was stirred at 0° C. for 1 h
  2. customThe reaction mixture was quenched with saturated ammonium chloride
  3. extractionextracted with diethyl ether
  4. dry with materialThe organics were dried (MgSO4)
  5. concentrationconcentrated
  6. distillationThe crude oil was distilled

출처 및 근거

ORD 기록
ord-d72e89fe53f54547a35b54881864a80b
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07358376B2

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