Methanol → HCID 21677045, compound

HRID 1975848Notes

Reaction equation

HRID 1975848 reaction equation
C[Si](C)(C)[N:3]=[S:4]([CH2:12][CH2:13][CH2:14][Cl:15])([O:6][CH2:7][C:8]([F:11])([F:10])[F:9])=[O:5].CO>>[Cl:15][CH2:14][CH2:13][CH2:12][S:4](=[NH:3])([O:6][CH2:7][C:8]([F:11])([F:9])[F:10])=[O:5]

Participants

3

Reactant 2

HCID 887MethanolHCID 14949199HCID 14949199, compound

Product 1

HCID 21677045HCID 21677045, compoundYield 99%

Procedure

Reactants used in the general procedure were 2,2,2-trifluoroethyl N-trimethylsilyl-3-chloropropanesulfonimidate (0.005 mol, 1.56 g) and methanol (0.03 mol, 1.3 ml). Reaction temperature was 45° C.; reaction time was 5 hours. The temperature at which volatile materials were removed did not exceed 55° C. and product yield was greater than 99%. The 1H NMR spectrum of the product (90 MHz, 30% in C6H6) exhibited maxima at the following shift values: 1.96 (m, SCH2CH2CH2Cl); 2.93 (apparent triplet with indication of multiplicity, SCH2); 3.17 (t, ClCH2, 3JHH =6.3 Hz); 3.48 (s, broad, 1H, NH); 4.03 (apparent quartet, OCH2CF3, 3JFH =8.4 Hz).

Workup

  1. customReaction temperature
  2. customwas 45° C.
  3. customreaction time
  4. customThe temperature at which volatile materials were removed
  5. customdid not exceed 55° C.

Sources & evidence

ORD record
ord-e62c1ba9bb814c4ea2492a8550a18072
Source dataset
uspto-grants-1994_02
Patent number
US05288893

Reaction notes

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