Diphenylphosphoryl azide → 5-[(1R)-1-Azidobutyl]-1,3-benzodioxole

HRID 2393732Notes

Reaction equation

HRID 2393732 reaction equation
C(C(O)C1C=CC2OCOC=2C=1)CC.P(N=[N+]=[N-])(OC1C=CC=CC=1)(OC1C=CC=CC=1)=O.[CH2:34]([CH:37]([N:47]=[N+:48]=[N-:49])[C:38]1[CH:46]=[CH:45][C:44]2[O:43][CH2:42][O:41][C:40]=2[CH:39]=1)[CH2:35][CH3:36]>C1(C)C=CC=CC=1>[CH2:34]([C@@H:37]([N:47]=[N+:48]=[N-:49])[C:38]1[CH:46]=[CH:45][C:44]2[O:43][CH2:42][O:41][C:40]=2[CH:39]=1)[CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 123414Diphenylphosphoryl azideHCID 10375365HCID 10375365, compoundHCID 18977048HCID 18977048, compound

Product 1

HCID 106803815-[(1R)-1-Azidobutyl]-1,3-benzodioxole

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

tR : α-propyl-piperonyl alcohol, 5.9 min.; toluene, 7.8 min.; (PhO)2P(O)N3, 9.3 min.; olefin side-product, 10.6 min.; α-propyl-piperonylazide, 11.4 min.

Sources & evidence

ORD record
ord-c60bb8129bd1420183f8f2ba612550c8
Source dataset
uspto-grants-1998_09
Patent number
US05808056

Reaction notes

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