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

HRID 595995노트

반응식

HRID 595995 반응식
[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]

참가 물질

4

반응물 2

HCID 916589643-Fluoro-5-iodobenzyl alcoholHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 269863443-Fluoro-5-iodobenzaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-e57a40423d9b437496e0cad4429817b3
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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