Butyl bromide → 3-Butoxy-1-propanol

HRID 914485Notes

Reaction equation

HRID 914485 reaction equation
[Na].[CH2:2]([OH:6])[CH2:3][CH2:4][OH:5].Br[CH2:8][CH2:9][CH2:10][CH3:11]>>[CH2:8]([O:5][CH2:4][CH2:3][CH2:2][OH:6])[CH2:9][CH2:10][CH3:11]

Participants

4

Conditions

Temperature
40 °C

Procedure

Sodium metal (2.13 g) was added by small portions to 1,3-propanediol (15.75 g) and 1-bromobutane (10.3 g) by reference to non-patent reference [J. Am. Chem. Soc. 249 (1939)]. After the addition, the mixture was stirred at 40° C. for 1 hr and further stirred at 60° C. for 1 hr. The precipitated inorganic compound was filtered off, and the filtrate was distilled away under reduced pressure to give the title compound (3.15 g) as a colorless oil.

Workup

  1. additionAfter the addition
  2. stirringfurther stirred at 60° C. for 1 hr
  3. filtrationThe precipitated inorganic compound was filtered off
  4. distillationthe filtrate was distilled away under reduced pressure

Sources & evidence

ORD record
ord-4dd22f2ef1fe43528eb42b8181640343
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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