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

HRID 431529

반응식

HRID 431529 반응식
[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]

참가 물질

4

반응물 2

HCID 962WaterHCID 605629Methyl p-tert-butylphenylacetate

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d49dde3296264212b5876423e8ecf92d
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660732B2

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