Hydrochloric Acid → 2-Hydroxy-5-methylbenzyl alcohol

HRID 1739485

反応式

HRID 1739485 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].C1COCC1.[CH3:12][C:13]1[CH:21]=[C:17]([C:18](O)=[O:19])[C:16]([OH:22])=[CH:15][CH:14]=1.Cl>O>[OH:19][CH2:18][C:17]1[CH:21]=[C:13]([CH3:12])[CH:14]=[CH:15][C:16]=1[OH:22]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 69735-Methylsalicylic acidHCID 8028Tetrahydrofuran2 回HCID 21226445Aluminium lithium hydride

生成物 1

HCID 2574522-Hydroxy-5-methylbenzyl alcohol収率 68%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a suspension of LiAlH4 (2.5 g, 66 mmol) LiAlH4 in freshly distilled THF (8 ml) at 0° C. under argon, was added dropwise with stirring a solution of 5-methylsalicylic acid (5 g, 33 mmol) in freshly distilled THF (80 ml). Addition was complete in 0.75 hours and the reaction stirred at ambient temperature overnight. Careful addition of water (5 ml) was followed by the addition of ice (10 ml) and concentrated HCl (1 ml). The solvent was decanted and the residue treated with ethyl ether and ice water. The pH of the mixture was adjusted to pH 1 with concentrated HCl and the organic layer combined with the decanted solvent, washed with brine, dried (MgSO4) and evaporated. The residue was subjected to chromatography (eluant: ethyl ether/hexane) to give 2-hydroxymethyl-4-methylphenol as a white solid (3.1 g, 68%).

後処理

  1. additionwas added dropwise
  2. additionAddition
  3. customThe solvent was decanted
  4. additionthe residue treated with ethyl ether and ice water
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. customevaporated

出典と根拠

ORDレコード
ord-3c128d959a9f45278fa6e5f06b5f80f1
出典データセット
uspto-grants-1999_10
特許番号
US05965741

関連ノート

読み込み中…