3-(4-Aminophenyl)prop-2-enoic acid → p-Aminocinnamyl alcohol

HRID 2397857Notes

Reaction equation

HRID 2397857 reaction equation
[BH4-].[Na+].[NH2:3][C:4]1[CH:14]=[CH:13][C:7]([CH:8]=[CH:9][C:10](O)=[O:11])=[CH:6][CH:5]=1>CO>[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([CH:8]=[CH:9][CH2:10][OH:11])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 929283-(4-Aminophenyl)prop-2-enoic acidHCID 4311764Sodium borohydride

Product 1

HCID 54445060p-Aminocinnamyl alcohol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 72.0 g of sodium borohydride in 1.5 l. of methanol, with ice cooling, is added 16.30 g of p-amino-cinnamic acid in 500 ml of methanol, maintaining the temperature between 10° -15° C. Subsequent to the addition, the mixture is stirred for four hours at room temperature and then worked up to give p-aminocinnamyl alcohol.

Workup

  1. temperaturemaintaining the temperature between 10° -15° C
  2. additionSubsequent to the addition

Sources & evidence

ORD record
ord-72ac48e8c2ae4286a11a199946789a98
Source dataset
uspto-grants-1977_05
Patent number
US04022897

Reaction notes

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