Trityl chloride → HCID 70604455, compound

HRID 1679621Notes

Reaction equation

HRID 1679621 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-93e8324e3bb948f7bc739b6591a612da
Source dataset
uspto-grants-1978_03
Patent number
US04081455

Reaction notes

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