Acetic Acid → HCID 18541324、化合物

HRID 411738ノート

反応式

HRID 411738 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:3]=1[CH2:4][O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=O)=[CH:8][CH:7]=1.[C:19]([O:27][CH2:28][CH3:29])(=[O:26])[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].N1CCCCC1.C(O)(=O)C>C1C=CC=CC=1.O>[CH2:24]([O:23][C:21](=[O:22])[C:20](=[CH:10][C:9]1[CH:12]=[CH:13][C:6]([O:5][CH2:4][C:3]2[C:2]([Cl:1])=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:18])=[CH:7][CH:8]=1)[C:19]([O:27][CH2:28][CH3:29])=[O:26])[CH3:25]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 7761Diethyl MalonateHCID 8082PiperidineHCID 7354664-[(2,6-dichlorobenzyl)oxy]benzaldehyde

生成物 1

HCID 18541324HCID 18541324、化合物収率 98.6%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

実験手順

To a solution of 4-(2,6-dichlorobenzyloxy)benzaldehyde (5.62 g, 20 mmol) and diethyl malonate (3.52 g, 22 mmol) in benzene (75 mL), were added piperidine (90 μL) and glacial acetic acid (0.25 mL). After refluxing for 24 h with azeotropic water removal, the cooled reaction was concentrated in vacuo then partitioned between ether and water. The organic extract was washed successively with 1N hydrochloric acid, saturated sodium bicarbonate solution, water, brine and dried (MgSO4). Removal of volitiles in vacuo afforded the crude title compound (8.35 g, 97%) which was used in the next step without farther purification.

後処理

  1. customthe cooled reaction
  2. concentrationwas concentrated in vacuo
  3. customthen partitioned between ether and water
  4. extractionThe organic extract
  5. washwas washed successively with 1N hydrochloric acid, saturated sodium bicarbonate solution, water, brine
  6. dry with materialdried (MgSO4)
  7. customRemoval of volitiles in vacuo

出典と根拠

ORDレコード
ord-08e06f6473a74a6d97f90567fea30d64
出典データセット
uspto-grants-2003_05
特許番号
US06559179B1

反応ノート

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