Methanesulfonyl chloride → HCID 123663997, compound

HRID 1729461Notes

Reaction equation

HRID 1729461 reaction equation
[O:1]([CH:9](O)[CH2:10][CH3:11])[Si:2]([C:5]([CH3:8])([CH3:7])[CH3:6])(C)C.CS(Cl)(=O)=O.S([O-])(=O)(=O)C.[N-:23]=[N+:24]=[N-:25].C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)Cl.C1C=CC=CC=1.C(N(CC)CC)C>[N:23]([CH2:11][CH2:10][CH2:9][O:1][SiH2:2][C:5]([CH3:8])([CH3:7])[CH3:6])=[N+:24]=[N-:25]

Participants

8

Reactant 4

HCID 31297Methanesulfonyl chlorideHCID 85257MethanesulfonateHCID 57432321-Butanaminium, N,N,N-tributyl-, azideHCID 19012760HCID 19012760, compound

Product 1

HCID 123663997HCID 123663997, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

Following the procedure given in example 29, t-butyldimethylsiloxypropanol (prepared according to the method of McDougal et al, J. Org. Chem. 1986, 51, 3388) is first reacted with methanesulfonyl chloride in methylene chloride in the presence of triethylamine, and then the crude mesylate is reacted with tetra-n-butylammonium azide in benzene to afford 1-azido-3-t-butylsiloxypropane.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-bc6709df931e4a088276549c438f3a97
Source dataset
uspto-grants-1994_07
Patent number
US05332807

Reaction notes

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