Triethylamine → 1H-Inden-2-yl(diisopropyl)phosphine

HRID 1350349Notes

Reaction equation

HRID 1350349 reaction equation
Br[C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[PH:11]([CH:15]([CH3:17])[CH3:16])[CH:12]([CH3:14])[CH3:13].CCN(CC)CC>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[C:2]1[P:11]([CH:15]([CH3:17])[CH3:16])[CH:12]([CH3:14])[CH3:13]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 536496Di-i-propylphosphineHCID 5755861H-Indene, 2-bromo-

Product 1

HCID 210959941H-Inden-2-yl(diisopropyl)phosphine

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

Following the procedure described for the synthesis of 3 (method A), 15.81 g (0.081 mol) of 2-bromo-1H-indene, 9.54 g (0.081 mol) of iPr2PH, 13.9 ml (10.09 g, 0.100 mol) of Et3N, and 2.95 g (2.55 mmol) of Pd(PPh3)4 in 60 ml of toluene gave 1H-Inden-2-yl(diisopropyl)phosphine. The crude product was distilled in vacuum (104–106° C./2 mm). Yield 14.8 g (80%) of colorless oil of 1H-Inden-2-yl(diisopropyl)phosphine, 4.

Sources & evidence

ORD record
ord-24fdcc1a2f75492a98c1cb7e1a634bd3
Source dataset
uspto-grants-2007_05
Patent number
US07214747B2

Reaction notes

Loading…