Hydrochloric Acid → 6-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoic acid

HRID 622243ノート

反応式

HRID 622243 の反応式
[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([O:16]C)=[O:15])=[C:6]([CH2:22][CH2:23][CH3:24])[C:5]=1[OH:25])(=[O:3])[CH3:2].[I-].[Li+].N1C(C)=CC(C)=CC=1C.Cl>>[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([OH:16])=[O:15])=[C:6]([CH2:22][CH2:23][CH3:24])[C:5]=1[OH:25])(=[O:3])[CH3:2]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 79532,4,6-TrimethylpyridineHCID 66321Lithium iodideHCID 21294040Methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoate

生成物 1

HCID 138819776-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoic acid

実験手順

A solution of 1.1 g. of methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoate and 2.6 g. of lithium iodide in 50 ml. of collidine was heated to 100° C. under a nitrogen blanket for about 46 hours. The reaction mixture was then added to ice. After making the solution acidic with hydrochloric acid, the solution was extracted with ether. The ether phase was washed three times with a 10% sodium bicarbonate solution. The ether solution was then further washed with a dilute hydrochloric acid solution, water, and a saturated sodium chloride solution. Evaporating the ether layer to dryness gave 1.03 g. of the title product, M+ =336; NMR.

後処理

  1. additionThe reaction mixture was then added to ice
  2. extractionthe solution was extracted with ether
  3. washThe ether phase was washed three times with a 10% sodium bicarbonate solution
  4. washThe ether solution was then further washed with a dilute hydrochloric acid solution, water
  5. customEvaporating the ether layer to dryness
  6. customgave 1.03 g

出典と根拠

ORDレコード
ord-0e51c94ec786474ba758383725a90aa0
出典データセット
uspto-grants-1988_09
特許番号
US04769482

反応ノート

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