Epichlorohydrin → HCID 15035854, compound

HRID 1461471Notes

Reaction equation

HRID 1461471 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][SH:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:12]([CH:14]1[O:16][CH2:15]1)[Cl:13].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][S:11][CH2:15][CH:14]([OH:16])[CH2:12][Cl:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 3017761N-(tert-butoxycarbonyl)-2-aminoethanethiol

Product 1

HCID 15035854HCID 15035854, compoundYield 102.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(t-butyloxycarbonyl)-aminoethanethiol (40 g, 225 mmole) from Example 2, and epichlorohydrin (35.4 g, 383 mmole) in 300 mL of ethanol were cooled to 0° C. and treated with potassium carbonate (35.4 g). The reaction was warmed to room temperature over 90 minutes and filtered through celite. The volatiles were removed under reduced pressure to give a clear oil (62.09 g, 100% yield) D.C.I.M.S. 270(M+H).

Workup

  1. filtrationfiltered through celite
  2. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-80c662197df04bcbaccf6213f4be7ac2
Source dataset
uspto-grants-1991_12
Patent number
US05075440

Reaction notes

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