Triethylamine → HCID 21095897, compound

HRID 1350350Notes

Reaction equation

HRID 1350350 reaction equation
FC(F)(F)S(O[C:7]1[CH2:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2)(=O)=O.[PH:18]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.P(C1CCCCC1)C1CCCCC1.CCN(CC)CC>C1(C)C=CC=CC=1.[Pd].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>[CH:25]1([P:18]([CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[C:7]2[CH2:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 13239DicyclohexylphosphineHCID 70017DiphenylphosphineHCID 154918101H-Inden-2-yl trifluoromethanesulfonate2×

Product 1

HCID 21095897HCID 21095897, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 178418397HCID 178418397, compoundCatalystHCID 1140TolueneSolvent

Procedure

Compound 5 was prepared also via Pd-catalyzed phosphination of 1H-inden-2-yl trifluoromethanesulfonate. Following the procedure described for the synthesis of 3 from Ph2PH, 6.60 g (0.025 mol) of 1H-inden-2-yl trifluoromethanesulfonate, 4.98 g (0.025 mol) of Cy2PH, 3.9 ml (2.82 g, 0.027 mol) of Et3N, and 0.72 g (0.62 mmol) of Pd(PPh3)4 in 50 ml of toluene gave dicyclohexyl(1H-inden-2-yl)phosphine, 5. Yield 7.81 g (82%).

Sources & evidence

ORD record
ord-b2b09ecb583547a18f1a357c545eda85
Source dataset
uspto-grants-2007_05
Patent number
US07214747B2

Reaction notes

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