Sodium hydride → 2-[3-(Methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole

HRID 7713

반응식

HRID 7713 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:11]=[CH:12][C:13]([CH3:17])=[C:14]([OH:16])[CH:15]=1.[H-].[Na+].Br[CH2:21][O:22][CH2:23]Br>C1COCC1>[CH3:21][O:22][CH2:23][O:16][C:14]1[CH:15]=[C:10]([C:2]2[O:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)[CH:11]=[CH:12][C:13]=1[CH3:17]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 13349653Bromo(bromomethoxy)methaneHCID 219910005-(1,3-Benzoxazol-2-yl)-2-methylphenol

생성물 1

HCID 219910022-[3-(Methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 5-(1,3-benzoxazol-2-yl)-2-methylphenol (200 mg, 0.89 mmol) in THF (6 mL) was cooled to −78° C. under Argon and sodium hydride (24 mg, 1.0 mmol) was added. After 30 min at this temperature, bromomethyl ether (225 mg, 1.8 mmol) was added via syringe. The reaction was warmed to rt for 1 h. The reaction mixture was concentrated and the residue was purified by flash column (silica gel, hexanes:EtOAc 4:1) to afford 2-[3-(methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole. MS (ESI) 270 (M+H)+.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by flash column (silica gel, hexanes:EtOAc 4:1)

출처 및 근거

ORD 기록
ord-aa5a2b97ad7343c18a3533749cd3c636
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087601B2

연결된 노트

불러오는 중…