Potassium Phosphate, Tribasic → Methyl 2-amino-5-cyclopropylbenzoate

HRID 41998

反応式

HRID 41998 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9](Br)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH:13]1(B(O)O)[CH2:15][CH2:14]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].P(C1CCCCC1)(C1CCCCC1)C1CCCCC1>C1(C)C=CC=CC=1.O>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([CH:13]2[CH2:15][CH2:14]2)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

7

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 75806TricyclohexylphosphineHCID 736224Methyl 2-amino-5-bromobenzoateHCID 2760897Cyclopropylboronic acid

生成物 1

HCID 13052309Methyl 2-amino-5-cyclopropylbenzoate収率 88.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

In a schlenck tube, a mixture of methyl 2-amino-5-bromobenzoate (43.47 mmol, 10 g), cyclopropylboronic acid (112.92 mmol, 9.700 g), K3PO4 (144.16 mmol, 30.6 g), Pd(AcO)2 (3.47 mmol, 0.780 g), P(Cy)3 (7.85 mmol, 2.2 g) in toluene (170 ml) and water (10 ml) was heated for 2 hours at 100° C., under nitrogen atmosphere. The reaction mixture was filtered through celite and the organic phase was separated and evaporated affording 7.34 g (yield 77%) of the expected product.

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe organic phase was separated
  3. customevaporated

出典と根拠

ORDレコード
ord-551834844ec144a489dbc19d16676188
出典データセット
uspto-grants-2013_09
特許番号
US08536165B2

関連ノート

読み込み中…