Water → alpha-(2,3-Dichloro-4-methoxyphenyl)-2-pyridinemethanol

HRID 568641노트

반응식

HRID 568641 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C([Li])CCC.[Cl:13][C:14]1[C:21]([Cl:22])=[C:20]([O:23][CH3:24])[CH:19]=[CH:18][C:15]=1[CH:16]=[O:17].O>C1COCC1>[Cl:13][C:14]1[C:21]([Cl:22])=[C:20]([O:23][CH3:24])[CH:19]=[CH:18][C:15]=1[CH:16]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[OH:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 79732-BromopyridineHCID 130156892,3-Dichloro-4-methoxybenzaldehydeHCID 178418339Butyllithium

생성물 1

HCID 13015690alpha-(2,3-Dichloro-4-methoxyphenyl)-2-pyridinemethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-65 °C

실험 절차

29.3 g of 2-bromopyridine in 150 ml of dry THF is added to 75 ml of 2.6M n-butyllithium that was chilled to -65° C. 2,3-dichloro-4-methoxybenzaldehyde (38.0 g) is then added in 300 ml of THF and the reaction mixture allowed to come to room temperature. It is poured into H2O and the crystalline product filtered off, washed with ether and dried to give α-(2,3-dichloro-4-methoxyphenyl)-2-pyridinemethanol, mp 174°-176° C.

후처리

  1. customto come to room temperature
  2. filtrationthe crystalline product filtered off
  3. washwashed with ether
  4. customdried

출처 및 근거

ORD 기록
ord-386848d5c489420ea7ebd52b0c9b35f7
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04728662

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