Acetic Acid → HCID 18541324, 화합물

HRID 411738노트

반응식

HRID 411738 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 18541324HCID 18541324, 화합물수율 98.6%

시약·촉매·용매 2

HCID 241Benzene용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-08e06f6473a74a6d97f90567fea30d64
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559179B1

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