Oxalyl chloride → HCID 21495612, compound

HRID 1731166Notes

Reaction equation

HRID 1731166 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][C:17]([OH:19])=O)[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:23])=O>>[C:1]([C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][C:17]([Cl:23])=[O:19])[CH:12]=[CH:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 65578Oxalyl chlorideHCID 15727607HCID 15727607, compound

Product 1

HCID 21495612HCID 21495612, compound

Procedure

Using the procedure of Step A of Example II, 22.98 g of 3-(m-benzoyl-phenyl)-propionic acid and 115 ml of oxalyl chloride were reacted to obtain 24.59 g of 3-(m-benzoyl phenyl)-propionyl chloride. A solution of the said acid chloride in 50 ml of anhydrous ether was added with stirring at 25° C in 45 minutes to 1,460 ml an ether solution of 10.5 g/liter of diazomethane and the mixture was stirred at 25° C for 16 hours and then evaporated to dryness under reduced pressure to obtain 29 g of raw product which was purified by chromatography over silica with a 95-5 methylene chloride-ethyl acetate eluant which was evaporated to dryness to obtain 19 g of 3-(4'-diazo-3'-oxo-pentyl)-benzophenone. STEP B: 2,3-isopropylidenedioxypropyl 4-(m-benzoyl-phenyl)-2-methyl-butyrate

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-3a001db3bb6141479b6e0a8d110ef8f2
Source dataset
uspto-grants-1976_11
Patent number
US03995056

Reaction notes

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