Tetrahydrofuran → 2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethanol

HRID 2215207노트

반응식

HRID 2215207 반응식
[CH:1]1([C:7]2[O:8][C:9]([CH3:16])=[C:10]([CH2:12][C:13](O)=[O:14])[N:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1COCC1.B.C1COCC1>CO>[CH:1]1([C:7]2[O:8][C:9]([CH3:16])=[C:10]([CH2:12][CH2:13][OH:14])[N:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 2723981Borane;tetrahydrofuranHCID 10857080(2-Cyclohexyl-5-methyl-oxazol-4-yl)-acetic acid

생성물 1

HCID 108567262-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethanol수율 73%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

1.920 g of the above prepared (2-cyclohexyl-5-methyl-oxazol-4-yl)-acetic acid (8.60 mmol) was dissolved in 56 ml of abs. THF and treated at 0° C. with 21.5 ml of 1M BH3THF (2.5 eq.). The reaction mixture was then kept over weekend at ambient temperature. 3.5 ml of MeOH was added and the mixture stirred for 3 h at ambient temperature and for 3 h at 50° C. to liberate the free alcohol. Removing of the solvents i. V., followed by flash chromatography (SiO2, hexane/AcOEt=4/6) yielded finally 1.314 g of the title compound as colorless oil.

후처리

  1. dissolutionwas dissolved in 56 ml of abs
  2. waitThe reaction mixture was then kept over weekend at ambient temperature
  3. customRemoving of the solvents i

출처 및 근거

ORD 기록
ord-dd2d681717be4f00bd6b834d8c247d5e
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07109225B2

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