Phthalimide → HCID 86737835, compound

HRID 1277339Notes

Reaction equation

HRID 1277339 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH:4]([CH3:19])[CH:5]([C:10]1([CH:16](O)[CH3:17])[S:15][CH2:14][CH2:13][CH2:12][S:11]1)[C:6]([F:9])([F:8])[F:7].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:40]1(=[O:50])[NH:44][C:43](=[O:45])[C:42]2=[CH:46][CH:47]=[CH:48][CH:49]=[C:41]12.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[CH3:1][O:2][C:3](=[O:20])[CH:4]([CH3:19])[CH:5]([C:10]1([CH:16]([N:44]2[C:43](=[O:45])[C:42]3=[CH:46][CH:47]=[CH:48][CH:49]=[C:41]3[C:40]2=[O:50])[CH3:17])[S:15][CH2:14][CH2:13][CH2:12][S:11]1)[C:6]([F:9])([F:8])[F:7]

Participants

6

Reactant 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 54517210HCID 54517210, compound

Product 1

HCID 86737835HCID 86737835, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 462 mg (2 mMole) of the product of Example 4 in 20 ml of tetrahydrofuran is treated with 524 mg (2 mMole) of triphenylphosphine, 268 mg (2 mMole) of phthalimide, and 350 mg (2 mMole) of diethyl azodicarboxylate for 48 hours at 25° C. The solvent is evaporated and the product isolated by chromatography on silica gel affording 3-[2-(1-phthalimidoethyl)-1,3-dithian-2-yl]-4,4,4-trifluoro-2-methylbutyric acid methyl ester.

Workup

  1. customThe solvent is evaporated
  2. customthe product isolated by chromatography on silica gel

Sources & evidence

ORD record
ord-0b2ae62d9736441da9e1d50e882adf3a
Source dataset
uspto-grants-1981_07
Patent number
US04277395

Reaction notes

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