Hydrochloric Acid → 2-Hydroxy-5-methylbenzyl alcohol

HRID 1739485

반응식

HRID 1739485 반응식
[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]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 69735-Methylsalicylic acidHCID 8028Tetrahydrofuran2회HCID 21226445Aluminium lithium hydride

생성물 1

HCID 2574522-Hydroxy-5-methylbenzyl alcohol수율 68%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-3c128d959a9f45278fa6e5f06b5f80f1
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05965741

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