Acetic Acid → HCID 21465907, compound

HRID 1940202Notes

Reaction equation

HRID 1940202 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])[CH2:10][OH:11].C(O)(=O)C.[CH:23](=O)[C:24]([CH3:27])([CH3:26])[CH3:25].C([BH3-])#N.[Na+]>CO>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[C:3]([CH:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[CH2:10][OH:11])[CH:4]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 12417PivalaldehydeHCID 5003444Sodium cyanoborohydrideHCID 21465925HCID 21465925, compound

Product 1

HCID 21465907HCID 21465907, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(2-amino-5-chlorophenyl)-2-(2-chlorophenyl)ethanol (4.44 g) in methanol (50 ml) were added acetic acid (1.4 ml) and pivalaldehyde (2.0 g). The mixture was stirred for 30 minutes at room temperature. To the solution was added sodium cyano borohydride (1.5 g), and the mixture was stirred for one hour at room temperature. The reaction mixture was then processed in substantially the same manner as in Example 52-(7) to give 5.5 g of an oily compound.

Workup

  1. stirringthe mixture was stirred for one hour at room temperature

Sources & evidence

ORD record
ord-ab8ed695cf004d788f15ea2d9f84cebe
Source dataset
uspto-grants-1997_12
Patent number
US05698691

Reaction notes

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