Oxygen → 4-Methoxy-4-methylpentanal

HRID 329471ノート

反応式

HRID 329471 の反応式
[CH3:1][C:2]([O:10][CH3:11])([CH2:4][CH2:5][CH:6]=C(C)C)[CH3:3].[O:12]=[O+][O-].O=O.CSC>CO.C(Cl)Cl>[CH3:11][O:10][C:2]([CH3:3])([CH3:1])[CH2:4][CH2:5][CH:6]=[O:12]

参加物

7

反応物 4

HCID 977OxygenHCID 1068Dimethyl SulfideHCID 24823OzoneHCID 147939932,6-Dimethyl-2-methoxyhept-5-ene

生成物 1

HCID 118294744-Methoxy-4-methylpentanal

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

A stirred, cooled (-65° C.) mixture of 2,6-dimethyl-2-methoxyhept-5-ene (125 g, 1.25 mol), methylene chloride (500 mL) and methanol (500 mL) was treated with a gas stream enriched with ozone. Upon the appearance of a blue color pure oxygen was passed through the mixture followed by nitrogen. Dimethyl sulfide (88 mL, 1.4 mol) was added and the mixture was allowed to stand 16 hours at 25° C. Upon workup 4-methoxy-4-methylpentanal was obtained, bp30 85°-87° C. (64.4 g); NMR(CDCl3)δ1.2(s,6H), 1.9(t,2H), 2.5(m,2H), 3.2(s,3H), 9.8(t,1H); IR(neat) 2975, 2825, 2725, 1730, 1470, 1370, 1090 cm-1 ; MS(m/e) 43, 73, 83, 115.

後処理

  1. temperatureA stirred, cooled
  2. additionwas treated with a gas stream

出典と根拠

ORDレコード
ord-db48de3f92a1469e990c4d70e4c0bf84
出典データセット
uspto-grants-1990_01
特許番号
US04891447

反応ノート

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