Water → 1-(3-Bromo-2-hydroxy-5-methylphenyl)ethan-1-one

HRID 45427

反応式

HRID 45427 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[Br:12]Br.O>ClCCl.[Fe]>[Br:12][C:7]1[C:2]([OH:1])=[C:3]([C:9](=[O:11])[CH3:10])[CH:4]=[C:5]([CH3:8])[CH:6]=1

参加物

6

反応物 3

HCID 962WaterHCID 150682-Hydroxy-5-methylacetophenoneHCID 24408Bromine

生成物 1

HCID 111389181-(3-Bromo-2-hydroxy-5-methylphenyl)ethan-1-one収率 48%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 21.5 g (0.143 mol) of 28 in 40 mL of dry dichloromethane, 0.3 g of iron turnings was added. A solution of 10.7 mL (34.2 g, 0.215 mol) of bromine in 100 mL of dichloromethane was added dropwise with vigorous stirring for 20 min. This mixture was refluxed for 30 min, and then 300 mL of water was added. The organic layer was separated, and the aqueous layer was extracted with 2×100 mL of dichloromethane. The combined organic extracts were washed with saturated aqueous Na2SO3, dried over K2CO3, and then evaporated to dryness. Drying the residue in vacuum gave 15.7 g (48%) of 29 (bp 105-115° C./1 mm).

後処理

  1. temperatureThis mixture was refluxed for 30 min
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with 2×100 mL of dichloromethane
  4. washThe combined organic extracts were washed with saturated aqueous Na2SO3
  5. dry with materialdried over K2CO3
  6. customevaporated to dryness
  7. customDrying the residue in vacuum

出典と根拠

ORDレコード
ord-9642d440da684f9394e48a7cdd79826a
出典データセット
uspto-grants-2013_09
特許番号
US08541521B2

関連ノート

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