Butyn-2-one → 1-Acetyl-4-(4,8-dimethyl-3,7-nonadienyl)-cyclohex-4-ene

HRID 464053

반응식

HRID 464053 반응식
[CH3:1][CH2:2][C:3]([CH2:5][CH2:6]/[CH:7]=[C:8](/[CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])\[CH3:9])=[CH2:4].[C:16]([C:18]([CH3:20])=[O:19])#[CH:17]>>[C:18]([CH:16]1[CH2:17][CH:4]=[C:3]([CH2:5][CH2:6][CH:7]=[C:8]([CH3:9])[CH2:10][CH2:11][CH:12]=[C:13]([CH3:14])[CH3:15])[CH2:2][CH2:1]1)(=[O:19])[CH3:20]

참가 물질

3

반응물 2

HCID 15018Butyn-2-oneHCID 15228937beta Farnesene2회

생성물 1

HCID 540248711-Acetyl-4-(4,8-dimethyl-3,7-nonadienyl)-cyclohex-4-ene수율 50%

반응 조건

온도
150 °C

실험 절차

The (E)-β-farnesene-containing product of Example 1 (6.0 g) and methyl ethynyl ketone (1.5 g) are heated together at 150° C. for 16 hours. The mixture is then distilled under reduced pressure to give 1-acetyl-4-(4,8-dimethyl-3,7-nonadienyl)-cyclohex-4-ene as a pale yellow oil (2.3 g, 50%); b.p. 130°-140° C./0.2τ, nD20 1.4998; M+ (m/z as % of base peak): 274 (3.0; δ(CCl4) 1.70 (m, 9H), 2.00-2.80 (m, 15H), 2.22 (s, 3H), 5.20 (m, 2H), 5.50 (br, t, 1H).

후처리

  1. distillationThe mixture is then distilled under reduced pressure

출처 및 근거

ORD 기록
ord-8f3eb8fa94db4158959425a20aaa0fb1
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04546110

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