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

HRID 500613노트

반응식

HRID 500613 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cb8075cf0150448183c394c40d345740
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772223B2

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