2-Chloroethanol → 1-chloro-3-(2-chloroethoxy)propan-2-ol

HRID 1864015Notes

Reaction equation

HRID 1864015 reaction equation
[CH2:1]1[O:3][C@H:2]1[CH2:4][Cl:5].[Cl:6][CH2:7][CH2:8][OH:9]>ClCCCl>[Cl:6][CH2:7][CH:8]([OH:9])[CH2:1][O:3][CH2:2][CH2:4][Cl:5]

Participants

4

Conditions

Temperature
45 °C

Procedure

step 1—To a solution of R-(−)-epichlorohydrin (7 mL, 89.27 mmol) and DCE (280 mL) was added 2-chloroethanol (6.3 mL, 93.74 mmol) followed by a solution of BF3 Et2O (1.1 mL, 8.927 mmol) and DCE (20 mL). The pale yellow solution was stirred at 45° C. for 2 h. The reaction mixture was allowed to cool to RT, evaporated and dried in vacuo overnight (yield>95%) to afford 1-chloro-3-(2-chloro-ethoxy)-propan-2-ol.

Workup

  1. temperatureto cool to RT
  2. customevaporated
  3. customdried in vacuo overnight (yield>95%)

Sources & evidence

ORD record
ord-14118c3484ba41fe836c68be47e40009
Source dataset
uspto-grants-2009_12
Patent number
US07625891B2

Reaction notes

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