3-Fluoro-5-iodobenzyl alcohol → 3-Fluoro-5-iodobenzaldehyde

HRID 595995ノート

反応式

HRID 595995 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[C:6]([I:8])[CH:7]=1.C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([I:8])[CH:7]=1)[CH:9]=[O:10]

参加物

4

反応物 2

HCID 916589643-Fluoro-5-iodobenzyl alcoholHCID 178418287HCID 178418287、化合物

生成物 1

HCID 269863443-Fluoro-5-iodobenzaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(3-fluoro-5-iodophenyl)methanol (9.79 g, 35.0 mmol) was dissolved in DCM (94 mL) and then silica gel (18.0 g) was added. To the mixture at room temperature was added PCC (18.3 g, 45.0 mmol) portion-wise and the mixture agitated at room temperature for 1 h and followed by TLC. After 1 h, TLC indicated complete conversion of the SM to a non-polar (presumably aldehyde). The reaction mixture was filtered over 1-inch plug of silica pad and eluted with 30% Ether in DCM (200 mL). The filtrate was concentrated in vacuo to afford the crude product, which was taken to the next step without further purification.

後処理

  1. additionsilica gel (18.0 g) was added
  2. waitAfter 1 h
  3. filtrationThe reaction mixture was filtered over 1-inch plug of silica pad
  4. washeluted with 30% Ether in DCM (200 mL)
  5. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-e57a40423d9b437496e0cad4429817b3
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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