Water → 6-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylcarbaldehyde

HRID 2377199노트

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HRID 2377199 반응식
[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)=[CH:13][C:12]([C:22](OC)=[O:23])=[CH:11][C:10]=1[C:26]([CH3:29])([CH3:28])[CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C.ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=2)=[CH:13][C:12]([CH:22]=[O:23])=[CH:11][C:10]=1[C:26]([CH3:29])([CH3:28])[CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 12084817Methyl 6-benzyloxy-5-tert-butyl-4'-methyl-3-biphenylcarboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 120848186-Benzyloxy-5-tert-butyl-4'-methyl-3-biphenylcarbaldehyde수율 85%

시약·촉매·용매 3

HCID 178418406HCID 178418406, 화합물촉매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

1 g (2.6 mmol) of methyl 6-benzyloxy-5-tert-butyl-4′-methyl-3-biphenylcarboxylate is dissolved in 40 mL of anhydrous ethyl ether, and the medium is cooled to 0° C. 130 mg (3.3 mmol) of lithium aluminum hydride are added and the reaction medium is stirred for 1 hour. The reaction is hydrolysed by sequential addition of 130 μL of water, 130 μL of 15% sodium hydroxide solution and 400 μL of water. The reaction medium is filtered and the filtrate is concentrated under reduced pressure. The residue obtained is dissolved in 30 mL of dichloromethane, and 2 g (23 mmol) of manganese dioxide are added. The medium is refluxed for 5 hours, and filtered through Celite. A yellow oil is obtained (m=780 mg; yield=85%).

후처리

  1. filtrationThe reaction medium is filtered
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe residue obtained
  4. temperatureThe medium is refluxed for 5 hours
  5. filtrationfiltered through Celite
  6. customA yellow oil is obtained (m=780 mg; yield=85%)

출처 및 근거

ORD 기록
ord-ade757147fc0433d88be1d0a13bf61c9
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468457B2

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