Potassium Iodide → [2-(2-propynyloxy)phenyl]methanol

HRID 654329ノート

反応式

HRID 654329 の反応式
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][C:18]#[CH:19].[I-].[K+]>C(C(C)=O)C.C1(C)C=CC=CC=1>[CH2:19]([O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][OH:1])[C:18]#[CH:17]

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 5146Salicyl AlcoholHCID 7842Propargyl bromideHCID 11430Potassium Carbonate

生成物 1

HCID 2764526[2-(2-propynyloxy)phenyl]methanol

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6569Methyl Ethyl Ketone溶媒

実験手順

To 2-(hydroxymethyl)phenol (10.0 g, 80.6 mmol) slurried in 300 ml of methyl ethyl ketone was added 1.2 equivalents of potassium carbonate. Then 3-bromopropyne (121 mmol, 18 g of an 80% solution in toluene) and potassium iodide (0.5 g) were added and the reaction was refluxed overnight. After cooling the salts were filtered off. The filtrate was concentrated and the residue was dissolved in water and extracted twice with ether. After washing with water and brine, the organic layer was dried over MgSO4 and concentrated to afford the subtitle compound.

後処理

  1. temperaturethe reaction was refluxed overnight
  2. temperatureAfter cooling the salts
  3. filtrationwere filtered off
  4. concentrationThe filtrate was concentrated
  5. dissolutionthe residue was dissolved in water
  6. extractionextracted twice with ether
  7. washAfter washing with water and brine
  8. dry with materialthe organic layer was dried over MgSO4
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-e1dcf337c63e4066a95107e99e746e9b
出典データセット
uspto-grants-1992_07
特許番号
US05130485

反応ノート

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