Water → (3-Bromo-2-hydroxy-5-methylphenyl)(phenyl)methanone

HRID 45432

반응식

HRID 45432 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10].[Br:17]Br.O>ClCCl.[Fe]>[Br:17][C:7]1[C:2]([OH:1])=[C:3]([C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:10])[CH:4]=[C:5]([CH3:8])[CH:6]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 24408BromineHCID 738512-Hydroxy-5-methylbenzophenone

생성물 1

HCID 12925474(3-Bromo-2-hydroxy-5-methylphenyl)(phenyl)methanone수율 86.2%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 116 g (0.55 mol) of 32 in 200 mL of dry dichloromethane 1.5 g of iron turnings was added, and then a solution of 41.4 mL (136 g, 0.83 mol) of bromine in 500 mL of dichloromethane was added dropwise with vigorous stirring for 20 min. This mixture was refluxed for 30 min, and then 1200 mL of water was added. The organic layer was separated, and the aqueous layer was extracted with 2×300 mL of dichloromethane. The combined organic extract was washed by saturated aqueous Na2SO3, dried over K2CO3, and then evaporated to dryness. Drying the residue in vacuum gave 138 g (86%) of 33 (bp 165-172° C./1 mm).

후처리

  1. temperatureThis mixture was refluxed for 30 min
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with 2×300 mL of dichloromethane
  4. extractionThe combined organic extract
  5. washwas washed by saturated aqueous Na2SO3
  6. dry with materialdried over K2CO3
  7. customevaporated to dryness
  8. customDrying the residue in vacuum

출처 및 근거

ORD 기록
ord-d284b72bcb284240b78ada4f1e65bc83
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541521B2

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