Diketene → HCID 54422720, compound

HRID 1440290Notes

Reaction equation

HRID 1440290 reaction equation
[SH:1][CH:2]([SH:17])[C:3]([SH:16])([SH:15])[C:4]([O:6][CH2:7][C:8]([CH2:13][OH:14])([CH2:11][OH:12])[CH2:9][OH:10])=[O:5].[CH2:18]=[C:19]1[O:23][C:21](=[O:22])[CH2:20]1>C(N(CC)CC)C.C(#N)C>[C:21]([O:14][CH2:13][C:8]([CH2:11][OH:12])([CH2:9][O:10][C:21](=[O:22])[CH2:20][C:19]([CH3:18])=[O:23])[CH2:7][O:6][C:4](=[O:5])[C:3]([SH:15])([SH:16])[CH:2]([SH:1])[SH:17])(=[O:22])[CH2:20][C:19]([CH3:18])=[O:23]

Participants

5

Reactant 2

HCID 12661DiketeneHCID 21987976HCID 21987976, compound

Product 1

HCID 54422720HCID 54422720, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 20.0 g. (0.041 mol) of pentaerythritol tetramercaptopropionate in 20 g. of acetonitrile was added 7.9 g. (0.094 mol. 2.3 equiv.) of diketene. Upon addition of triethylamine catalyst (30 mg) an exotherm of 17° C. was observed. After 30 minutes the reaction mixture was warmed to 70° C. for an additional 30 minutes to ensure complete reaction. Solvent was removed on a rotary evaporator.

Workup

  1. customreaction
  2. customSolvent was removed on a rotary evaporator

Sources & evidence

ORD record
ord-5def195a13bc4b80b45fb5cadbf04f87
Source dataset
uspto-grants-1996_03
Patent number
US05498675

Reaction notes

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