Lithium hydroxide, monohydrate → 4-(3-Bromopropoxy)benzoic acid

HRID 2108365노트

반응식

HRID 2108365 반응식
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[CH:8][CH:7]=1.O.[OH-].[Li+]>C1COCC1.O.CO.O>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 3709742Methyl 4-(3-bromopropoxy)benzoate

생성물 1

HCID 176070514-(3-Bromopropoxy)benzoic acid수율 71.1%

시약·촉매·용매 2

HCID 962Water용매HCID 21892291Methanol tetrahydrofuran water용매

반응 조건

온도
60 °C

실험 절차

A mixture of 107A (2.44 g, 8.9 mmol) and lithium hydroxide monohydrate (750 mg, 17.9 mmol) in THF-H2O-MeOH (15:7:7, 29 mL) was stirred at 60° C. for 2.0 hr. After cooling to room temperature, the reaction mixture was diluted with water (30 mL) and concentrated in vacuo to remove most organic solvents. The mixture was washed with 1:1 mixture of ethyl acetate-ether and the aqueous layer was acidified with 2.0 N HCl to pH 5.0. The precipitate was collected by filtration, rinsed with water and dried under high vacuum to give 107B as a crystalline solid (1.64 g, 71%).

후처리

  1. temperatureAfter cooling to room temperature
  2. concentrationconcentrated in vacuo
  3. customto remove most organic solvents
  4. washThe mixture was washed with 1:1 mixture of ethyl acetate-ether
  5. filtrationThe precipitate was collected by filtration
  6. washrinsed with water
  7. customdried under high vacuum

출처 및 근거

ORD 기록
ord-77ee2031480a469fafe1b362e9c4e491
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07514435B2

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