1-Dodecanol → HCID 19824476, compound

HRID 727977Notes

Reaction equation

HRID 727977 reaction equation
[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH2:14]([OH:26])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>N1C=CC=CC=1>[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([O:26][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Procedure

In 10 ml of pyridine was dissolved 2.0 g of 4-acetoxybenzoic acid chloride, and 2.4 g of dodecyl alcohol was added to the solution. Reaction was carried out at room temperature with stirring. The reaction mixture was treated by customary procedures to obtain 2.4 g of dodecyl 4-acetoxybenzoate. In the same manner as described in Referential Example 13, the acetoxy group was selectively isolated to quantitatively obtain dodecyl 4-hydroxybenzoate. This ester was dissolved in 20 ml of pyridine and a solution of 2.2 g of 3-chloro-4-benzyloxybenzoic acid chloride in 20 ml of pyridine was added to the above solution. The mixture was reacted at room temperature with stirring overnight and the reaction mixture was treated by customary procedures to obtain 3.3 g of 4'-dodecyloxycarbonylphenyl 3-chloro-4-benzyloxybenzoate. In the same manner as described in Referential Example 10, this ester was catalytically reduced to obtain 2.7 g of 4'-dodecyloxycarbonylphenyl 3-chloro-4-hydroxybenzoate.

Workup

  1. additionwas added to the solution
  2. customReaction
  3. customwas carried out at room temperature
  4. additionThe reaction mixture was treated by customary procedures

Sources & evidence

ORD record
ord-364bc63f61914de69f5c249dbd301dcc
Source dataset
uspto-grants-1991_09
Patent number
US05045228

Reaction notes

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