Allyl bromide → 3-Allyloxy-2,6-dichloro-benzaldehyde

HRID 450931ノート

反応式

HRID 450931 の反応式
[Cl:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=[O:5].[CH2:12](Br)[CH:13]=[CH2:14].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:14]([O:10][C:9]1[C:2]([Cl:1])=[C:3]([C:6]([Cl:11])=[CH:7][CH:8]=1)[CH:4]=[O:5])[CH:13]=[CH2:12]

参加物

5

反応物 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 104425302,6-Dichloro-3-hydroxy-benzaldehyde

生成物 1

HCID 866124013-Allyloxy-2,6-dichloro-benzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2,6-dichloro-3-hydroxybenzaldehyde (960 mg, 5.03 mmol) (Synthesis, 2004, 12, 2062), allyl bromide (431 μL, 5.03 mmol) and potassium carbonate (563 mg, 10.06 mmol) were combined in DMF (5 mL) and stirred at room temperature for 18 hours. The DMF was removed in vacuo and the residue partitioned between diethyl ether (50 mL) and water (30 mL). The layers were separated and the aqueous extracted with diethyl ether (2×30 mL). The combined organic solution was dried over magnesium sulphate and concentrated in vacuo to afford the title compound as a yellow solid which was used without further purification in preparation 75.

後処理

  1. customThe DMF was removed in vacuo
  2. customthe residue partitioned between diethyl ether (50 mL) and water (30 mL)
  3. customThe layers were separated
  4. extractionthe aqueous extracted with diethyl ether (2×30 mL)
  5. dry with materialThe combined organic solution was dried over magnesium sulphate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-bb126bdaff1a41779905d16626e23b44
出典データセット
uspto-grants-2013_07
特許番号
US08486992B2

反応ノート

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