Oxygen → 4-Methoxy-4-methylpentanal

HRID 329471노트

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HRID 329471 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 118294744-Methoxy-4-methylpentanal

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-db48de3f92a1469e990c4d70e4c0bf84
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04891447

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