Methyl iodide → Methyl 2-(4-hydroxymethylphenoxy)acetate

HRID 865443노트

반응식

HRID 865443 반응식
[OH:1][CH2:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1.[CH:14](N(CC)C(C)C)(C)C.CI>CN(C=O)C>[OH:1][CH2:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([O:11][CH3:14])=[O:10])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 1942914-Hydroxymethylphenoxyacetic acid

생성물 1

HCID 690034Methyl 2-(4-hydroxymethylphenoxy)acetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

18.2 g of 4-hydroxymethylphenoxyacetic acid are dissolved together with 17.1 ml of N,N-diisopropylethylamine in 50 ml of DMF, and then 6.1 ml of methyl iodide are added to the stirred solution. The mixture warms slightly during this. The reaction is complete after 3 h. The solvent is removed in vacuo. The residue is taken up in ether, and the solution is extracted once with 0.5 N hydrochloric acid. The aqueous phase is then extracted three times with ether, and the combined ether phases are washed with aqueous sodium bicarbonate solution and concentrated. The residue is dissolved in ethyl acetate and filtered through a short silica gel column. The pale yellowish oil which is obtained after concentration crystallizes on being left to stand.

후처리

  1. customThe solvent is removed in vacuo
  2. extractionthe solution is extracted once with 0.5 N hydrochloric acid
  3. extractionThe aqueous phase is then extracted three times with ether
  4. washthe combined ether phases are washed with aqueous sodium bicarbonate solution
  5. concentrationconcentrated
  6. dissolutionThe residue is dissolved in ethyl acetate
  7. filtrationfiltered through a short silica gel column
  8. customThe pale yellowish oil which is obtained
  9. concentrationafter concentration
  10. customcrystallizes
  11. waiton being left

출처 및 근거

ORD 기록
ord-a901564924a645e4851c43eb7f42c12d
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05565606

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