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HRID358433

反应详情

EQUATION

反应方程式

HRID 358433 的结构方程式

REACTANTS

反应物

1
结构：CC1(C)S[C@H]2N(C(=O)C2(Br)Br)[C@H]1C(=O)O
HCID90376

6,6-Dibromopenicillanic acid

C8H9Br2NO3S

PRODUCTS

生成物

2
结构：CC1(C)S[C@@H]2CC(=O)N2[C@H]1C(=O)O
HCID6891

Penicillanic acid

C8H11NO3S

结构：CC1(C)S[C@H]2N(C(=O)C2(Br)Br)[C@H]1C(=O)O
HCID90376

6,6-Dibromopenicillanic acid

C8H9Br2NO3S

AUXILIARIES

试剂、催化剂与溶剂

2
结构：[Pd]
催化剂HCID23938

Palladium

Pd

结构：O=C([O-])[O-].[Ca+2].[Pd]
催化剂HCID12000666

未命名化合物

PROCEDURE

实验过程

Pratt, U.S. Pat. No. 4,180,506, describes catalytic hydrogenation of 6,6-dibromopenicillanic acid over Pd/C catalyst to produce a mixture of 6-alpha- and 6-beta-bromopenicillanic acid. Clayton, J. Chem. Soc. (C), pp. 2123-2127 (1969), describes the hydrogenation of methyl 6,6-dibromopenicillanate over Pd/CaCO3 to produce methyl 6-alpha-bromopenicillanate and methyl penicillanate; and hydrogenation of 6,6-dibromopenicillanic acid over the same catalyst to produce penicillanic acid.

WORKUP

后处理

  1. customto produce
  2. additiona mixture of 6-alpha- and 6-beta-bromopenicillanic acid
  3. customto produce methyl 6-alpha-bromopenicillanate and methyl penicillanate