Triethylamine → HCID 12769709, compound

HRID 371116Notes

Reaction equation

HRID 371116 reaction equation
[OH:1][CH:2]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH2:3][C:4]([OH:6])=[O:5].C(N(CC)CC)C.Br[CH:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:30](=[O:31])[O:29]1>C(Cl)(Cl)Cl>[OH:1][CH:2]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH2:3][C:4]([O:6][CH:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:30](=[O:31])[O:29]1)=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 962181(3H)-Isobenzofuranone, 3-bromo-HCID 1928324-([1,1'-Biphenyl]-4-yl)-3-hydroxybutanoic acid

Product 1

HCID 12769709HCID 12769709, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 7.7 g of 3-hydroxy-4-(4-biphenylyl)butyric acid in 40 ml of chloroform and 3.4 g of triethylamine is added a solution of 6.2 g of 3-bromophtalide in 20 ml of chloroform. The solution thus obtained is stirred for 24 hours at room temperature, the organic phase is washed with an aqueous solution of sodium bicarbonate, then with water and finally it is dried on anhydrous sodium sulfate and evaporated to yield the phthalidyl 3-hydroxy-4-(4-biphenylyl)butyrate; yield 71%.

Workup

  1. customThe solution thus obtained
  2. washthe organic phase is washed with an aqueous solution of sodium bicarbonate
  3. dry with materialwith water and finally it is dried on anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-f6cb25683a7a464d9918247296a6a7e0
Source dataset
uspto-grants-1985_07
Patent number
US04529737

Reaction notes

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