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

HRID 41998

반응식

HRID 41998 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 13052309Methyl 2-amino-5-cyclopropylbenzoate수율 88.3%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-551834844ec144a489dbc19d16676188
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536165B2

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