Sodium Hydroxide → 2,2'-(Thiobis(methylene))bis(oxirane)

HRID 2174597

Reaction equation

HRID 2174597 reaction equation
Cl[CH2:2][CH:3]([OH:11])[CH2:4][S:5][CH2:6][CH:7]([OH:10])[CH2:8]Cl.[OH-].[Na+]>C1(C)C=CC=CC=1>[O:10]1[CH2:8][CH:7]1[CH2:6][S:5][CH2:4][CH:3]1[O:11][CH2:2]1

Participants

4

Conditions

Temperature
5 °C

Procedure

Next, bis(3-chloro-2-hydroxypropyl)sulfide described above was dripped into a reaction vessel containing a mixed solvent consisting of 410 g of toluene and 260 g of 32% aqueous solution of sodium hydroxide with the temperature of the solution in the reaction vessel being maintained at 0 to 10° C. At the point of the completion, no scum-like insoluble matter was generated. The aqueous layer was removed, and the organic layer was washed with 180 g of water three times. After that, no scum-like insoluble matter was generated. After that, the solvent was distilled away, thereby obtaining 138 g (total yield: 95%) of bis(β-epoxypropyl)sulfide.

Workup

  1. customabove was dripped into a reaction vessel
  2. additioncontaining a mixed solvent
  3. customThe aqueous layer was removed
  4. washthe organic layer was washed with 180 g of water three times
  5. distillationAfter that, the solvent was distilled away

Sources & evidence

ORD record
ord-fce736051b1a427c9b07ad5f28d6663e
Source dataset
uspto-grants-2015_06
Patent number
US09062016B2

Linked notes

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