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

HRID 2108365ノート

反応式

HRID 2108365 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 176070514-(3-Bromopropoxy)benzoic acid収率 71.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 21892291Methanol tetrahydrofuran water溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-77ee2031480a469fafe1b362e9c4e491
出典データセット
uspto-grants-2009_04
特許番号
US07514435B2

反応ノート

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