Carbon tetrabromide → HCID 85812911, compound

HRID 1988512Notes

Reaction equation

HRID 1988512 reaction equation
O[CH2:2][CH2:3][CH2:4][N:5]([CH2:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:40]>O1CCCC1.C(#N)C>[C:16]([O:15][C:13](=[O:14])[CH2:12][N:5]([CH2:4][CH2:3][CH2:2][Br:40])[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8])([CH3:19])([CH3:18])[CH3:17]

Participants

6

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 85812908HCID 85812908, compound

Product 1

HCID 85812911HCID 85812911, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

10 g of tert-butyl [(3-hydroxypropyl)-trifluoroacetylamino]acetate (35 mmol) were solubilized in 150 ml of tetrahydrofuran. 12.4 g of triphenylphosphine (47.3 mmol) were added and the reaction mixture was thermostated at 15-20° C. 15.1 g of carbon tetrabromide (45.6 mmol), dissolved in 60 ml of acetonitrile, were added dropwise using a dropping funnel and the whole was stirred at room temperature for 4 hours.

Workup

  1. customat 15-20° C
  2. additionwere added dropwise

Sources & evidence

ORD record
ord-62cbf3a35eff4670b152002602a694af
Source dataset
uspto-grants-2010_01
Patent number
US07641914B2

Reaction notes

Loading…