2-tert-Butyloxirane → HCID 86711759、化合物

HRID 528477

反応式

HRID 528477 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([OH:9])=[C:4]([Cl:10])[N:3]=1.[C:11]([CH:15]1[CH2:17][O:16]1)([CH3:14])([CH3:13])[CH3:12]>>[CH3:12][C:11]([CH3:14])([CH3:13])[CH:15]([OH:16])[CH2:17][O:9][C:5]1[C:4]([Cl:10])=[N:3][C:2]([Cl:1])=[N:7][C:6]=1[Cl:8]

参加物

3

反応物 2

HCID 921742-tert-ButyloxiraneHCID 866673322,4,6-Trichloropyrimidin-5-ol

生成物 1

HCID 86711759HCID 86711759、化合物収率 52%

反応条件

温度
100 °C

実験手順

A mixture of 2,4,6-trichloro-pyrimidin-5-ol (400 mg, 2.01 mmol) and 2-tert-butyl oxirane (3 mL) was heated at 100° C. for 3 hours before being cooled and concentrated in vacuo. The resultant residue was triturated in hot methanol and the insoluble material removed. The filtrate was concentrated in vacuo and the resultant residue was purified by column chromatography (SiO2, 0-15% ethyl acetate in cyclohexane) to give 3,3-Dimethyl-1-(2,4,6-trichloro-pyrimidin-5-yloxy)-butan-2-ol as a white solid (275 mg, 52%). 1H NMR (400 MHz, CDCl3): δ 4.28 (1H, dd, J=9.38, 2.19 Hz), 4.00 (1H, t, J=9.19 Hz), 3.76-3.69 (1H, m), 2.53 (1H, d, J=3.48 Hz), 0.95 (9H, s).

後処理

  1. temperaturebefore being cooled
  2. concentrationconcentrated in vacuo
  3. customThe resultant residue was triturated in hot methanol
  4. customthe insoluble material removed
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe resultant residue was purified by column chromatography (SiO2, 0-15% ethyl acetate in cyclohexane)

出典と根拠

ORDレコード
ord-2d53566aaa9845d286990760446641f1
出典データセット
uspto-grants-2016_05
特許番号
US09346817B2

関連ノート

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