Water → (S)-2-Azido-indan-1-ol

HRID 885407Notes

Reaction equation

HRID 885407 reaction equation
Br[C@@H:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@H:3]1[OH:11].[N-:12]=[N+:13]=[N-:14].[Na+].CCOC(C)=O.O>CS(C)=O>[N:12]([CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:3]1[OH:11])=[N+:13]=[N-:14]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 820607(1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol

Product 1

HCID 58237515(S)-2-Azido-indan-1-ol

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
75 °C

Procedure

trans-2-Bromo-1-indanol (2 g, 9.39 mmol) and sodium azide (0.915 g, 14.08 mmol) were combined in DMSO (20 mL) and stirred at 75° C. for 3 hours. The mixture was worked up with EtOAc and H2O, and the combined organic layers were dried and concentrated to give the title compound.

Workup

  1. customthe combined organic layers were dried
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1c078deeb38d43a88c14b0c32864b8ed
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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