4-Methoxybenzyl alcohol → 4-Methoxybenzaldehyde

HRID 399612

반응식

HRID 399612 반응식
[CH2:1]([OH:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].ClN1C(=O)C(C)(C)N(Cl)C1=O.ClC1C=CC(OC)=CC=1>C(Cl)Cl.CC1(C)N([O])C(C)(C)CCC1>[CH3:9][O:8][C:5]1[CH:4]=[CH:3][C:2]([CH:1]=[O:10])=[CH:7][CH:6]=1

참가 물질

7

반응물 4

HCID 77384-Methoxybenzyl alcoholHCID 83601,3-Dichloro-5,5-dimethylhydantoinHCID 121674-ChloroanisoleHCID 517045Sodium Acetate

생성물 1

HCID 312444-Methoxybenzaldehyde수율 91.1%

시약·촉매·용매 2

HCID 2724126Tempo촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

5 g (36.2 mmol) of anisyl alcohol, 3.0 g (36.6 mmol) of sodium acetate and 4.2 g (21.3 mmol) of dichlorodimethylhydantoin were suspended in 40 ml of methylene chloride in a 100 ml sulphonation flask. The suspension was cooled to 0° C. while stirring and treated with 10 mg (0.06 mmol) of TEMPO, whereupon the mixture was held at 0° C. for 16 hours. Thereafter, the reaction had finished without 4-chloro-anisole being formed in any amount worth mentioning. The white precipitate was filtered off and the filtrate was washed with sodium bicarbonate solution and with sodium chloride solution. Distillation of the crude product gave 4.49 g (91%) of anisaldehyde GC content: 88.8% (area percent).

후처리

  1. customformed in any amount
  2. filtrationThe white precipitate was filtered off
  3. washthe filtrate was washed with sodium bicarbonate solution and with sodium chloride solution
  4. distillationDistillation of the crude product

출처 및 근거

ORD 기록
ord-7fb77186813d48168788ca19dfc8ce42
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05821374

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