Borane → 3-Iodo-4-methylbenzyl alcohol

HRID 342521

反応式

HRID 342521 の反応式
[I:1][C:2]1[C:10](C)=CC=C[C:3]=1[C:4](O)=O.B.[O:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>>[I:1][C:2]1[CH:10]=[C:16]([CH2:17][OH:13])[CH:15]=[CH:14][C:3]=1[CH3:4]

参加物

4

反応物 3

HCID 6331BoraneHCID 8028Tetrahydrofuran2 回HCID 27593652-Iodo-3-methylbenzoic acid

生成物 1

HCID 51667983-Iodo-4-methylbenzyl alcohol

実験手順

To a solution of 5.0 g (19.1 mmol) of 2-iodo-3-methyl benzoic acid in 50 mL of anhydrous tetrahydrofuran, was slowly added 22 mL of a 1M borane solution in tetrahydrofuran. The resultant reaction mixture was reacted for approximately ninety minutes and then was quenched with ethanol resulting in the evolution of hydrogen gas. The mixture was diluted with ethyl acetate. The resulting layers were separated and the organic layer was washed sequentially with sodium bicarbonate and brine, dried over sodium sulfate, filtered and crystallized from a hexane/ethyl acetate mixture to provide 120 mg of the desired subtitled compound.

後処理

  1. customThe resultant reaction mixture
  2. customwas reacted for approximately ninety minutes
  3. customwas quenched with ethanol resulting in the evolution of hydrogen gas
  4. additionThe mixture was diluted with ethyl acetate
  5. customThe resulting layers were separated
  6. washthe organic layer was washed sequentially with sodium bicarbonate and brine
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. customcrystallized from a hexane/ethyl acetate mixture

出典と根拠

ORDレコード
ord-9e4d16720b584f50b856ee03d5343315
出典データセット
uspto-grants-1999_01
特許番号
US05859002

関連ノート

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