Hydrochloric Acid → 2-[3-(3-Bromophenyl)oxetan-3-yl]acetic acid

HRID 1920866ノート

反応式

HRID 1920866 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([CH2:12][C:13]([O:15]CC)=[O:14])[CH2:11][O:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].Cl>CO>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([CH2:12][C:13]([OH:15])=[O:14])[CH2:11][O:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57969689Ethyl 2-[3-(3-bromophenyl)oxetan-3-yl]acetate

生成物 1

HCID 579697372-[3-(3-Bromophenyl)oxetan-3-yl]acetic acid収率 105.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

Ethyl 2-[3-(3-bromophenyl)oxetan-3-yl]acetate (1.5 g, 4.513 mmol) was dissolved in MeOH (25 mL) and cooled to 0° C. NaOH (9.026 mL of 1 M, 9.026 mmol) was added and the reaction allowed to warm to rt overnight. The solvent was removed under reduced pressure and the solution neutralised with 2 eq of HCl (1M soln, 9.026 mL) and extracted with ethyl acetate. The combined organics were washed with brine, dried over MgSO4, filtered and the solvent removed under reduced pressure to give 2-[3-(3-bromophenyl)oxetan-3-yl]acetic acid as a viscous yellow oil (1.287 g, 95%).

後処理

  1. temperatureto warm to rt overnight
  2. customThe solvent was removed under reduced pressure
  3. extraction9.026 mL) and extracted with ethyl acetate
  4. washThe combined organics were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-407e38d02ac140549ae9429831a8ba83
出典データセット
uspto-grants-2012_05
特許番号
US08173635B2

反応ノート

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