HCID 59316794、化合物 → 3-Bromo-4-propan-2-yloxybenzoic acid

HRID 2189745

反応式

HRID 2189745 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH:15]([CH3:17])[CH3:16])[C:5]([O:7]C(C)C)=[O:6]>C(O)C.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[O:14][CH:15]([CH3:17])[CH3:16])[C:5]([OH:7])=[O:6]

参加物

4

反応物 1

HCID 59316794HCID 59316794、化合物

生成物 1

HCID 166412393-Bromo-4-propan-2-yloxybenzoic acid収率 90.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A solution of 1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate (D14) (2.36 g, 7.84 mmol) in ethanol (100 mL) and aqueous sodium hydroxide (2M, 39 mL) was heated to reflux for 5 h. The reaction mixture was concentrated in vacuo and partitioned between ethyl acetate (125 mL) and water (125 mL), the latter acidified with 2M HCl (40 mL). The aqueous layer was extracted with further ethyl acetate (70 mL) and the combined organic extracts dried (phase separator) and concentrated in vacuo to give the title compound as an off-white solid (1.83 g, 7.06 mmol). MS (ES): C10H11BrO3 requires 258, 260; found 257, 259 (M−H+).

後処理

  1. temperatureto reflux for 5 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. custompartitioned between ethyl acetate (125 mL) and water (125 mL)
  4. extractionThe aqueous layer was extracted with further ethyl acetate (70 mL)
  5. customthe combined organic extracts dried (phase separator)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-23edd38d5d7844e28be7704ea492dfc1
出典データセット
uspto-grants-2012_12
特許番号
US08324254B2

関連ノート

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