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

HRID 2215207ノート

反応式

HRID 2215207 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dd2d681717be4f00bd6b834d8c247d5e
出典データセット
uspto-grants-2006_09
特許番号
US07109225B2

反応ノート

読み込み中…