4-Iodobenzoic acid → 4-Iodobenzyl alcohol

HRID 441203

반응식

HRID 441203 반응식
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][CH:3]=1.CSC.B>O1CCCC1>[I:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 120854-Iodobenzoic acidHCID 12423031(Dimethyl sulfide)trihydroboron

생성물 1

HCID 290124-Iodobenzyl alcohol수율 72.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-iodobenzoic acid (22 g) in tetrahydrofuran (450 mL) was added borane dimethylsulfide complex (35.5 mL, 10M in tetrahydrofuran), and the solution was allowed to stir overnight. The reaction was quenched by addition of methanol, and the solvent was evaporated. The residue was dissolved in ethyl acetate and filtered. The solvent was evaporated to give a solid, which was recrystallized from ether to yield a white solid, which was chromatographed, eluting with ether, to give 4-iodobenzyl alcohol (15.1 g).

후처리

  1. customThe reaction was quenched by addition of methanol
  2. customthe solvent was evaporated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. filtrationfiltered
  5. customThe solvent was evaporated
  6. customto give a solid, which
  7. customwas recrystallized from ether
  8. customto yield a white solid, which
  9. customwas chromatographed
  10. washeluting with ether

출처 및 근거

ORD 기록
ord-8417a828e093485ab4902c3aaad9d943
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521179

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