2,2-Dimethylbutanoic acid → HCID 137329529, compound

HRID 1609557Notes

Reaction equation

HRID 1609557 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:20][C:21]([CH3:27])([CH2:25][CH3:26])[C:22]([OH:24])=[O:23].N(C(OCC)=O)=NC(OCC)=O.[C:40]([CH:44]([O:66][SiH:67]([CH3:69])[CH3:68])[C:45]1[C:46]([CH:63]([CH3:65])[CH3:64])=[N:47][C:48]([CH:60]([CH3:62])[CH3:61])=[C:49]([CH2:58]O)[C:50]=1[C:51]1[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=1)([CH3:43])([CH3:42])[CH3:41]>O1CCCC1>[C:40]([CH:44]([O:66][SiH:67]([CH3:69])[CH3:68])[C:45]1[C:46]([CH:63]([CH3:64])[CH3:65])=[N:47][C:48]([CH:60]([CH3:61])[CH3:62])=[C:49]([CH2:58][O:23][C:22](=[O:24])[C:21]([CH3:27])([CH3:20])[CH2:25][CH3:26])[C:50]=1[C:51]1[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=1)([CH3:43])([CH3:42])[CH3:41]

Participants

6

Reactant 4

HCID 116842,2-Dimethylbutanoic acidHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 137329061HCID 137329061, compound

Product 1

HCID 137329529HCID 137329529, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

865 mg (3.3 mmol) of triphenylphosphine, 0.41 ml (3.3 mmol) of 2,2-dimethylbutyric acid and 0.52 ml (3.3 mmol) of diethyl azodicarboxylate are added successively at 0° C. to 1.29 g of the compound from Example 6 in 50 ml of absolute tetrahydrofuran and the mixture is stirred overnight at room temperature. The mixture is concentrated in vacuo and t he residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 1:9).

Workup

  1. concentrationThe mixture is concentrated in vacuo and t he residue
  2. customis chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 1:9)

Sources & evidence

ORD record
ord-05e7c407fa464f2fb87e566e2b2353f2
Source dataset
uspto-grants-1995_03
Patent number
US05401746

Reaction notes

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