2-tert-Butyloxirane → HCID 86711759, 화합물

HRID 528477노트

반응식

HRID 528477 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

HCID 86711759HCID 86711759, 화합물수율 52%

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2d53566aaa9845d286990760446641f1
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346817B2

반응 노트

불러오는 중…