Boron tribromide → Ethyl 3-hydroxy-4-methylphenylacetate

HRID 2192741

反応式

HRID 2192741 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9].B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 21079756Ethyl 3-methoxy-4-methylphenylacetate

生成物 1

HCID 21079755Ethyl 3-hydroxy-4-methylphenylacetate収率 90.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-78 °C

実験手順

step 3—To a solution of 4c (2.2 g; 8.0 mmol) and 250 mL CH2Cl2 cooled to −78° C. was added dropwise via syringe BBr3 (9.8 mL; 0.104 mol). After 1 h at −78° C. the reaction was stirred for 4 h in an ice-water bath. The reaction mixture was recooled to −78° C. and the reaction quenched aqueous NaHCO3 then warmed to rt and the organic phase washed with water, saturated NaHCO3 and brine. The organic phase was dried (MgSO4) and the solvent evaporated to afford 1.4 g of ethyl 3-hydroxy-4-methylphenylacetate (6).

後処理

  1. customwas recooled to −78° C.
  2. customthe reaction quenched aqueous NaHCO3
  3. temperaturethen warmed to rt
  4. washthe organic phase washed with water, saturated NaHCO3 and brine
  5. dry with materialThe organic phase was dried (MgSO4)
  6. customthe solvent evaporated

出典と根拠

ORDレコード
ord-d262bb240e7847a582518adfab8ed679
出典データセット
uspto-grants-2012_12
特許番号
US08329755B2

関連ノート

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