Triphenylphosphine → HCID 66879410, compound

HRID 2265889Notes

Reaction equation

HRID 2265889 reaction equation
[F:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([S:13]([NH:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[OH:25])(=[O:15])=[O:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O.[N:59]1([CH2:65][CH2:66]O)[CH2:64][CH2:63][CH2:62][CH2:61][CH2:60]1.FC1C=CC(OC2C=CC(S(N3CCC4C(=CC=C(OCCCN5CCN(C)CC5)C=4)C3C(OC)=O)(=O)=O)=CC=2)=CC=1>C1COCC1>[F:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([S:13]([NH:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[O:25][CH2:66][CH2:65][N:59]3[CH2:64][CH2:63][CH2:62][CH2:61][CH2:60]3)(=[O:15])=[O:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 5

HCID 11776TriphenylphosphineHCID 18232N-PiperidinoethanolHCID 5462977Diethyl azodicarboxylateHCID 66879234HCID 66879234, compoundHCID 68679430HCID 68679430, compound

Product 1

HCID 66879410HCID 66879410, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

200 mg (0.516 mmol) of 4-(4-fluorophenoxy)-N-[2-(2-hydroxyphenyl)ethyl]benzene-sulfonamide are reacted in 20 ml of THF with 230 mg (0.878 mmol) of triphenyl-phosphine, 141 μl (0.774 mmol) of DEAD and 0.165 ml (1.239 mmol) of 2-piperidin-1-ylethanol in analogy to the method described under 3C, resulting in the title compound in a yield of 69%.

Sources & evidence

ORD record
ord-c6c8e79690714dda95dab427f468db98
Source dataset
uspto-grants-2010_12
Patent number
US07858619B2

Reaction notes

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