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Hydrochloric Acid → 3-(Hydroxymethyl)-4-methylpent-4-en-2-one

HRID 1834160
ノート
印刷プレビュー

反応式

HRID 1834160 の反応式
[CH2:1]=[O:2].[O:3]=[C:4]([CH:6]=[C:7]([CH3:9])[CH3:8])[CH3:5].N12CCCN=C1CCCCC2.Cl>>[CH3:8][C:7]([CH:6]([CH2:1][OH:2])[C:4](=[O:3])[CH3:5])=[CH2:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 712Formaldehyde2 回HCID 8858Mesityl oxideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

生成物 1

HCID 141866443-(Hydroxymethyl)-4-methylpent-4-en-2-one収率 78%

実験手順

30 g (1 mol) of paraformaldehyde were added to a mixture of 490 g (5 mols) of mesityl oxide and 15.2 g (0.1 mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene over the course of 2 - 3 hours at 30° C. After completion of the addition of formaldehyde, the reaction mixture was stirred for about a further hour, then cooled to 0° C and neutralised with dilute hydrochloric acid. The organic phase was separated off and the aqueous phase was repeatedly extracted with methylene chloride. The combined organic phases were dried with zeolite, filtered off and then freed from methylene chloride. The residue (506 g) was fractionally distilled in a high vacuum at about 0.1 - 1 mm Hg. Thereby, 431 g of mesityl oxide were recovered. As a further fraction, 47 g of crude product of boiling point 45° - 85° C/l mm Hg were obtained. A further fractional distillation of this crude product gave 35.5 g of 2-methyl-3-hydroxymethyl-pent-1-en-4-one of boiling point 50° - 52° C/0.2 mm Hg (yield: 78%, relative to mesityl oxide converted), in the form of a colourless liquid.

後処理

  1. customThe organic phase was separated off
  2. extractionthe aqueous phase was repeatedly extracted with methylene chloride
  3. dry with materialThe combined organic phases were dried with zeolite
  4. filtrationfiltered off
  5. distillationThe residue (506 g) was fractionally distilled in a high vacuum at about 0.1 - 1 mm Hg
  6. customThereby, 431 g of mesityl oxide were recovered
  7. customAs a further fraction, 47 g of crude product of boiling point 45° - 85° C/l mm Hg were obtained
  8. distillationA further fractional distillation of this crude product

出典と根拠

ORDレコード
ord-4967a8562db248d68fb817a1c41fd378
出典データセット
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04069257

反応ノート

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