Acetone → 6-Bromo-2,2-dimethyl-4H-benzo[d][1,3]dioxine

HRID 14452

반응식

HRID 14452 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH2:7][OH:8].[CH3:11][C:12]([CH3:14])=O.[OH-].[Na+].C(OCC)C>COC(OC)(C)C.[Cl-].[Zn+2].[Cl-]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:12]([CH3:14])([CH3:11])[O:8][CH2:7][C:6]=2[CH:9]=1

참가 물질

7

반응물 4

HCID 180AcetoneHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 753425-Bromo-2-hydroxybenzyl alcohol

생성물 1

HCID 145203386-Bromo-2,2-dimethyl-4H-benzo[d][1,3]dioxine

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 64952,2-Dimethoxypropane용매

실험 절차

To 5-bromo-2-hydroxybenzyl alcohol (93 g, 0.46 mol, available from Sigma-Aldrich) in 2.0 L of 2,2-dimethoxypropane was added 700 mL of acetone, followed by zinc chloride (170 g). After stirring for 18 hours, 1.0 M aqueous sodium hydroxide was added until the aqueous phase was basic. Diethyl ether (1.5 L) was added to the slurry and the organic phase was decanted into a separatory funnel. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound as an oil.

후처리

  1. customthe organic phase was decanted into a separatory funnel
  2. washThe organic phase was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-20446c10caf4475b83f552e064cafc91
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732441B2

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