Trityl chloride → HCID 70604455, compound

HRID 2163645Notes

Reaction equation

HRID 2163645 reaction equation
[C:1](Cl)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][C:22]1([CH3:34])[S:26][C@@H:25]2[C@H:27]([NH2:30])[C:28](=[O:29])[N:24]2[C@H:23]1[C:31](O)=O.C([N:37](CC)CC)C>C(Cl)(Cl)Cl>[C:2]1([C:1]([NH:30][CH:27]2[C:28](=[O:29])[N:24]3[CH:23]([C:31]#[N:37])[C:22]([CH3:34])([CH3:21])[S:26][C@H:25]23)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 110826-Aminopenicillanic acid

Product 1

HCID 70604455HCID 70604455, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Tritylchloride (61.2g., 0.22 mole) is added to a mixture of 6-aminopenicillanic acid (43.3g., 0.20 mole) and triethylamine (5.56 ml.) in chloroform (300 ml.) at about 5° C. The somewhat exothermic reaction is stirred and allowed to rise gradually to room temperature. It is stirred at room temperature for three days. Evaporation of the reaction mixture affords the title product which is used without purification.

Workup

  1. customThe somewhat exothermic reaction
  2. customto rise gradually to room temperature
  3. stirringIt is stirred at room temperature for three days
  4. customEvaporation of the reaction mixture

Sources & evidence

ORD record
ord-845170a7c9834fc98b76dd42169e7ee7
Source dataset
uspto-grants-1979_01
Patent number
US04136096

Reaction notes

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