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

HRID 636520
ノート
印刷プレビュー

反応式

HRID 636520 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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 were 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).

後処理

  1. temperaturecooling
  2. customThe solvent was removed in vacuo, and ethyl acetate and saturated sodium bicarbonate solution
  3. additionwere 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

出典と根拠

ORDレコード
ord-0eaf76970b8e4595baf88e6ff442a0fc
出典データセット
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06194396B1

反応ノート

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