Triphenylphosphine → HCID 10098703, compound

HRID 2219108Notes

Reaction equation

HRID 2219108 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:20][C:21]1[CH:31]=[C:30]([O:32][CH2:33][CH:34]=[C:35]([Cl:37])[Cl:36])[CH:29]=[C:28]([Cl:38])[C:22]=1[O:23][CH2:24][CH2:25][CH2:26][OH:27].[C:39]([O:43][C:44](=[O:53])[NH:45][C:46]1[CH:51]=[CH:50][C:49](O)=[CH:48][CH:47]=1)([CH3:42])([CH3:41])[CH3:40]>C1COCC1>[C:39]([O:43][C:44](=[O:53])[NH:45][C:46]1[CH:47]=[CH:48][C:49]([O:27][CH2:26][CH2:25][CH2:24][O:23][C:22]2[C:21]([Cl:20])=[CH:31][C:30]([O:32][CH2:33][CH:34]=[C:35]([Cl:37])[Cl:36])=[CH:29][C:28]=2[Cl:38])=[CH:50][CH:51]=1)([CH3:42])([CH3:40])[CH3:41]

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 2756771N-Boc-4-hydroxyanilineHCID 113139803-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol

Product 1

HCID 10098703HCID 10098703, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.69 g of azadicarboxylic acid diisopropyl ester are added dropwise at 0-5° C. to a solution of 1.97 g of triphenylphosphine in 60 ml of THF. After 30 minutes at 0-5° C., 2.5 g of 3-[2,6-dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol and 1.5 g of (4-hydroxy-phenyl)-carbamic acid tert-butyl ester dissolved in 30 ml of tetrahydrofuran are added dropwise. After being stirred for 24 hours at room temperature, the reaction mixture is concentrated and then purified over silica gel. (4-{3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propoxy}-phenyl)-carbamic acid tert-butyl ester (compound 1.6) is obtained.

Workup

  1. additionare added dropwise
  2. concentrationthe reaction mixture is concentrated
  3. custompurified over silica gel

Sources & evidence

ORD record
ord-685334c5ac3e417286cab5a0f977b6b2
Source dataset
uspto-grants-2008_08
Patent number
US07414064B2

Reaction notes

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