Trityl chloride → HCID 22405568, compound

HRID 441205Notes

Reaction equation

HRID 441205 reaction equation
[NH:1]1[C:5]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N:4][N:3]=[N:2]1.[C:12]1([C:18](Cl)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>N1C=CC=CC=1>[C:12]1([C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[N:3]2[N:4]=[C:5]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:1]=[N:2]2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 178470801HCID 178470801, compound

Product 1

HCID 22405568HCID 22405568, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of ethyl 5-tetrazolylacetate (1 g) (Lofquist et al. J. Amer. Chem. Soc. (1958), 80, 3908) in pyridine (6 mL) was added triphenylmethyl chloride (2.2 g) and the resulting solution allowed to stir for 3 h. The solvent was evaporated and the product crystallized from ether/hexane to give ethyl 3-triphenylmethyltetrazol-5-ylacetate as a white solid (2 g); TLC: Rf =0.5, ether:hexane (50:50).

Workup

  1. customThe solvent was evaporated
  2. customthe product crystallized from ether/hexane

Sources & evidence

ORD record
ord-2c5ec39b6e3d4b0e8e76cf1cc6808cc1
Source dataset
uspto-grants-1996_05
Patent number
US05521179

Reaction notes

Loading…