Trityl chloride → HCID 70604455, compound

HRID 1730313Notes

Reaction equation

HRID 1730313 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 (61.2 g., 0.22 mole) is added to a mixture of 6-aminopenicillanic acid (43.3 g., 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 reactionmixture affords the title product which is used without purification.

Workup

  1. customat about 5° C
  2. customThe somewhat exothermic reaction
  3. customto rise gradually to room temperature
  4. stirringIt is stirred at room temperature for three days
  5. customEvaporation of the reactionmixture

Sources & evidence

ORD record
ord-60ee0b7ffdb844f98d0b8cddf91f57ec
Source dataset
uspto-grants-1976_11
Patent number
US03992394

Reaction notes

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