Triphenylphosphine → HCID 88711453, compound

HRID 979506Notes

Reaction equation

HRID 979506 reaction equation
[N:1]1([CH2:6][CH2:7][OH:8])[CH:5]=[CH:4][N:3]=[CH:2]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O.[S:42]1C=C[CH:44]=[C:43]1CC(O)=O>>[N:1]1([CH2:6][CH2:7][O:8][C:43](=[S:42])[CH3:44])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 159702-Thiopheneacetic acidHCID 74168N-(2-Hydroxyethyl)imidazoleHCID 75555Diisopropyl diazene-1,2-dicarboxylate

Product 1

HCID 88711453HCID 88711453, compound

Procedure

2-(1-Imidazolyl)ethanethiolacetate can be prepared by a method similar to that described in Example 11 for the preparation of the starting material, but starting from 2-(1-imidazolyl)ethanol (15 g), triphenylphosphine (70.2 g), diisopropyl azodicarboxylate (55.8 cc) and thiolacetic acid (21 cc). After purification by "flash" chromatography [eluent: methylene chloride (1500 c), followed by ethyl acetate-methanol (80-20 by volume)], 100-cc fractions being collected, and concentrating fractions 21 to 35 to dryness under reduced pressure (2.7 kPa) at 30° C., 2-(1-imidazolyl)ethylthioacetate (21.14 g) is obtained in the form of an orange-yellow oil which is used without further purification.

Workup

  1. custom2-(1-Imidazolyl)ethanethiolacetate can be prepared by a method similar to
  2. customthat described in Example 11 for the preparation of the starting material
  3. customAfter purification by "flash" chromatography [eluent: methylene chloride (1500 c), followed by ethyl acetate-methanol (80-20 by volume)], 100-cc fractions
  4. custombeing collected
  5. concentrationconcentrating fractions 21 to 35 to dryness under reduced pressure (2.7 kPa) at 30° C.

Sources & evidence

ORD record
ord-beeb7e8e5efb4dde960dccb8450c15e1
Source dataset
uspto-grants-1987_05
Patent number
US04668669

Reaction notes

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