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Acetic Anhydride → 1-Acetyl-6-hydroxymethyl-1,2,3,4-tetrahydroquinoline

HRID 1604586
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HRID 1604586 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7][CH2:6]2.[C:13](OC(=O)C)(=[O:15])[CH3:14]>CO>[C:13]([N:9]1[C:10]2[C:5](=[CH:4][C:3]([CH2:2][OH:1])=[CH:12][CH:11]=2)[CH2:6][CH2:7][CH2:8]1)(=[O:15])[CH3:14]
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참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 226628871,2,3,4-Tetrahydroquinolin-6-ylmethanol

생성물 1

HCID 212548181-Acetyl-6-hydroxymethyl-1,2,3,4-tetrahydroquinoline수율 57.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 6-hydroxymethyl-1,2,3,4-tetrahydroquinoline (314 mg) in methanol (4 ml) was dropwise added acetic anhydride (589 mg) under ice-cooling, and the mixture was stirred for 1 hour at the same temperature. The solvent was removed in vacuo, and ethyl acetate and saturated sodium bicarbonate solution was added to the residue. The organic layer was washed with water and brine, dried and concentrated in vacuo. The residue was purified by preparative thin-layer chromatography (n-hexane:ethyl acetate=1:2, V/V) to give 1-acetyl-6-hydroxymethyl-1,2,3,4-tetrahydroquinoline (227 mg) as powder.

후처리

  1. temperaturecooling
  2. customThe solvent was removed in vacuo, and ethyl acetate and saturated sodium bicarbonate solution
  3. additionwas added to the residue
  4. washThe organic layer was washed with water and brine
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by preparative thin-layer chromatography (n-hexane:ethyl acetate=1:2, V/V)

출처 및 근거

ORD 기록
ord-9b0a7e500b5740508254bbe4ab955108
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05994368

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