Trimethyl orthoacetate → 6-Bromo-5-chloro-2-methylbenzoxazole

HRID 1036081ノート

反応式

HRID 1036081 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Br:9])=[CH:4][C:3]=1[OH:10].[Yb+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[C:36](OC)(OC)(OC)[CH3:37]>CCO>[Br:9][C:5]1[C:6]([Cl:8])=[CH:7][C:2]2[N:1]=[C:36]([CH3:37])[O:10][C:3]=2[CH:4]=1

参加物

5

反応物 3

HCID 15050Trimethyl orthoacetateHCID 2733225Ytterbium triflateHCID 584871002-Amino-5-bromo-4-chlorophenol

生成物 1

HCID 584874386-Bromo-5-chloro-2-methylbenzoxazole収率 80.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

A mixture of 2-amino-5-bromo-4-chlorophenol (29) (865 mg, 3.89 mmol), trifluoromethanesulfonic acid Ytterbium (III) salt (24 mg, 1% mol) and trimethyl orthoacetate (610 μl, 1.2 eq.) in 3 ml EtOH was heated at 90° C. for 1 h. After cooling down to r.t., off-white needles fell off, which were filtered, washed with MeOH, water and dried to give 791 mg title compound as off-white crystalline solid. Yield: 80.2%; purity>95%.

後処理

  1. temperatureAfter cooling down to r.t.
  2. filtrationwhich were filtered
  3. washwashed with MeOH, water
  4. customdried

出典と根拠

ORDレコード
ord-b68bf2441fdb47d9bfc9e9bf673751ae
出典データセット
uspto-grants-2013_10
特許番号
US08546403B2

反応ノート

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