Vanillin → 4-[(2-Fluorobenzyl)oxy]-3-methoxybenzaldehyde

HRID 2218552노트

반응식

HRID 2218552 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[F:9].[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[OH:20])[CH:15]=[O:16].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][O:20][C:19]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[CH:13][C:12]=1[O:11][CH3:10]

참가 물질

5

반응물 3

HCID 1183VanillinHCID 11430Potassium CarbonateHCID 67968alpha-Bromo-o-fluorotoluene

생성물 1

HCID 7354584-[(2-Fluorobenzyl)oxy]-3-methoxybenzaldehyde수율 99.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

0.5M solution of 1-bromomethyl-2-fluoro-benzene (1.5 mg, 8 mmol) in DMF was added dropwise to a suspension of 3-methoxy-4-hydroxy-benzaldehyde (1.1 g, 7.3 mmol), K2CO3 (1.51 g, 11 mmol) and KI (120 mg, 7.3 mmol) in DMF (100 ml). The reaction mixture was treated as described in Example 4. The residue was purified on silica gel, obtaining 1.89 g (quantitative yield) of the title compound, yield 100%.

후처리

  1. additionThe reaction mixture was treated
  2. customThe residue was purified on silica gel

출처 및 근거

ORD 기록
ord-73d9aac700084d7caf32eb5a268a945d
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07411091B2

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