Carbon tetrabromide → HCID 20482698, 화합물

HRID 450919노트

반응식

HRID 450919 반응식
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH2:11]O)[CH:8]=[CH:9][CH:10]=1)[CH:2]=[CH2:3].C(Br)(Br)(Br)[Br:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][Br:14])[CH:6]=1)[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 28065595{3-[(Prop-2-en-1-yl)oxy]phenyl}methanol

생성물 1

HCID 20482698HCID 20482698, 화합물수율 24%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
5 °C

실험 절차

To a solution of (3-allyloxy-phenyl)-methanol (Tetrahedron, 2000, 56(13), 1873-1882) (1.07 g, 6.49 mmol) in THF (7 mls) at 3° C. was added carbon tetrabromide (2.69 g, 8.11 mmol) then triphenylphosphine (2.13 g, 8.11 mmol) in THF (2 mls). The reaction mixture was stirred at 5° C. for 1 hour. The reaction mixture was filtered and concentrated in vacuo. The residue was washed with pentane to give a yellow solid which was purified by column chromatography on silica gel, eluting with pentane:ethyl acetate, 100:0, to 95:5 to afford the title compound as a pale yellow oil in 24% yield, 350 mg.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo
  3. washThe residue was washed with pentane
  4. customto give a yellow solid which
  5. customwas purified by column chromatography on silica gel
  6. washeluting with pentane

출처 및 근거

ORD 기록
ord-5a92a51b59654cf4b402b3d9e8f50705
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486992B2

반응 노트

불러오는 중…