Water → Benzeneacetic acid, 4-(1,1-dimethylethyl)-

HRID 431036

反応式

HRID 431036 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([O:14]C)=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].O>CO>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 962WaterHCID 605629Methyl p-tert-butylphenylacetate

生成物 1

HCID 118343Benzeneacetic acid, 4-(1,1-dimethylethyl)-収率 99%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 4-t-butylphenylacetate (20 mmol) was dissolved in MeOH (160 mL) and treated with water (40 mL) and LiOH monohydrate (30 mmol). The reaction was allowed to stir at room temperature overnight. Volatiles were removed under reduced pressure; the remaining residue was diluted with water and neutralized to pH 4 with 1 N sulfuric acid. The resulting solids were filtered, washed with water and dried to leave 4-t-butylphenylacetic acid as an off-white solid (3.8 g, 99%). Anhydrous DMF (139 mmol) was cooled to 0° C. and treated with POCl3 (79.6 mmol). After 5 min, 4-t-butylphenylacetic acid (19.9 mmol) was added and the reaction vessel was transferred to a 110° C. oil bath. The reaction mixture was stirred for 2 h, during which all solids dissolved. After cooling to room temperature, the reaction mixture was poured into a stirred solution of NaPF6 (19.8 mmol) in water (200 mL). When precipitation of solids was complete, they were filtered, washed with water, and dried to give XCVII (7.8 g, 97%).

後処理

  1. customVolatiles were removed under reduced pressure
  2. additionthe remaining residue was diluted with water and neutralized to pH 4 with 1 N sulfuric acid
  3. filtrationThe resulting solids were filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-e714595d816441fdbc9593d089665d33
出典データセット
uspto-grants-2003_12
特許番号
US06656933B2

関連ノート

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