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Triethylamine → 1-Bromo-5-(dimethoxymethyl)-4-fluoro-2-methoxybenzene

HRID 602379
ノート
印刷プレビュー

反応式

HRID 602379 の反応式
[Br:1][C:2]1[C:3]([O:11][CH3:12])=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)C=O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH:25]([O:30][CH3:31])([O:28][CH3:29])OC.C(N(CC)CC)C>CO.[Cl-].[Na+].O.C(OCC)(=O)C>[CH3:31][O:30][CH:25]([O:28][CH3:29])[C:6]1[CH:9]=[C:2]([Br:1])[C:3]([O:11][CH3:12])=[CH:4][C:5]=1[F:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8471TriethylamineHCID 9005Trimethyl orthoformateHCID 521998p-Toluenesulfonic acid monohydrateHCID 121872105-Bromo-2-fluoro-4-methoxybenzaldehyde

生成物 1

HCID 670613071-Bromo-5-(dimethoxymethyl)-4-fluoro-2-methoxybenzene収率 100%

試薬・触媒・溶媒 3

HCID 887
Methanol
溶媒
HCID 8857Ethyl Acetate溶媒
HCID 57417360Sodium chloride; water溶媒

実験手順

5-Bromo-2-fluoro-4-methoxybenzaldehyde (1 g, 4.3 mmol), p-toluenesulfonic acid monohydrate (163 mg, 0.86 mmol) and trimethyl orthoformate (2.4 mL, 21 mmol) were dissolved in methanol (20 mL) and stirred under heating and reflux for 1 hour. After standing to cool the reaction mixture, triethylamine (2 mL) was added thereto and further stirred for 10 minutes. The mixture was added with saturated brine and ethyl acetate, and the organic layer was separated, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain 5-bromo-2-fluoro-4-methoxybenzaldehyde dimethylacetal (1.19 g, 100%).

後処理

  1. temperatureunder heating
  2. temperaturereflux for 1 hour
  3. additionwas added
  4. stirringfurther stirred for 10 minutes
  5. customthe organic layer was separated
  6. washby washing with saturated brine
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-07cd30235450420b9174ade536a6948d
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07906522B2

反応ノート

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