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Hydrochloric Acid → HCID 53821538, 화합물

HRID 1076308
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인쇄 미리보기

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HRID 1076308 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[Cl:10][C:11]1[CH:32]=[CH:31][CH:30]=[CH:29][C:12]=1[CH2:13][C:14]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:20](=[O:22])[CH3:21])[CH2:15][CH2:16][C:17]([OH:19])=[O:18].[OH-].[Na+].Cl>C(O)C.O>[Cl:10][C:11]1[CH:32]=[CH:31][CH:30]=[CH:29][C:12]=1[CH2:13][C:14]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:20](=[O:22])[CH:21]=[CH:6][C:5]1[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH2:15][CH2:16][C:17]([OH:19])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 77264-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 103367854-(o-Chlorobenzyl)-4-phenyl-5-oxohexanoic acid

생성물 1

HCID 53821538HCID 53821538, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 962
Water
용매

실험 절차

p-Chlorobenzaldehyde (10.5 g., 0.075 mole) in ethanol (30 ml.) is added to a solution of levo-4-(2-chlorobenzyl)-4-phenyl-5-oxohexanoic acid (14.67 g., 0.045 mole) and sodium hydroxide (2.40 g., 0.06 mole) in water (150 ml.). The resulting mixture is heated on a steam bath for 24 hours. The reaction solution is cooled to room temperature, acidified with dilute hydrochloric acid (30 ml.), and the solid (yellow) which forms after scratching is filtered and air-dried to yield 24.1 g. of material with m.p. 150°-165°C. (sinters at 140°). Several recrystallizations from n-butyl chloride, followed by several recrystallizations from acetonitrile gives a white solid, m.p. 189°-190°C., [α]D25 = -61.5 (in 1% CHCl3).

후처리

  1. temperatureThe resulting mixture is heated on a steam bath for 24 hours
  2. filtrationthe solid (yellow) which forms after scratching is filtered
  3. customair-dried
  4. customto yield 24.1 g
  5. customwith m.p. 150°-165°C. (sinters at 140°)
  6. customSeveral recrystallizations from n-butyl chloride
  7. customfollowed by several recrystallizations from acetonitrile
  8. customgives a white solid, m.p. 189°-190°C., [α]D25 = -61.5 (in 1% CHCl3)

출처 및 근거

ORD 기록
ord-f02eeda670b44987af5faf65219ff3ea
출처 데이터셋
uspto-grants-1976_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03956374

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