Iodoform → (E)-1-Bromo-4-(2-iodovinyl)benzene

HRID 990772

반응식

HRID 990772 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH:10](I)(I)[I:11]>O1CCCC1.[Cl-].[Cr+2].[Cl-]>[I:11]/[CH:10]=[CH:6]/[C:5]1[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=1

참가 물질

5

반응물 2

HCID 6374IodoformHCID 707414-Bromobenzaldehyde

생성물 1

HCID 12051842(E)-1-Bromo-4-(2-iodovinyl)benzene

시약·촉매·용매 2

HCID 10197677chromium(II) dichloride촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a heterogeneous mixture of chromium (II) chloride (3.98 g, 32.4 mmol) in tetrahydrofuran (40 mL) at 0° C. was added via Syringe pump over 1 hour (in the total absence of light) 4-bromo-benzaldehyde (1.00 g, 5.40 mol) and iodoform (4.25 g, 10.8 mmol) combined as a homogeneous solution in tetrahydrofuran (20 mL). The cold bath was removed, whereupon a quantitative reaction as indicated occurred within 1 hour. The reaction mixture was diluted with 1:1 ether-hexanes (200 mL) then filtered through a short pad of silica gel, concentrated to a solid tainted with residual iodoform.

후처리

  1. customThe cold bath was removed, whereupon a quantitative reaction
  2. additionThe reaction mixture was diluted with 1:1 ether-hexanes (200 mL)
  3. filtrationthen filtered through a short pad of silica gel
  4. concentrationconcentrated to a solid tainted with residual iodoform

출처 및 근거

ORD 기록
ord-f2062665c0044c86b99e4bb1c7d4becd
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06462059B1

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