HCID 527879、化合物 → HCID 74052928、化合物

HRID 2122096ノート

反応式

HRID 2122096 の反応式
C(O)CCCCCC/C=C/C=C/C.[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][Cl:26])(=[O:16])[CH3:15].C(OCCCCC=CCCCCOC(=O)C)(=O)C.ClCCC=CCCCl>>[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH:23][CH2:24][CH2:25][Cl:26])(=[O:16])[CH3:15]

参加物

5

反応物 4

HCID 527879HCID 527879、化合物HCID 1787910(8E,10E)-8,10-Dodecadien-1-olHCID 53981582HCID 53981582、化合物HCID 72775720HCID 72775720、化合物

生成物 1

HCID 74052928HCID 74052928、化合物

実験手順

FIGS. 24A and 24B show another synthesis of E,E-8,10-dodecadienol. With reference to FIG. 24A, 8-chlorooctan-1-yl acetate was synthesized from the cross metathesis of 1,10-diacetoxy-5-decene and 1,6-dichloro-3-hexene with Catalyst 801 to yield 8-chloro-5-octen-1-yl acetate, which was reduced and deacetylated. With reference to FIG. 24B, 8-chlorooctan-1-yl acetate was refluxed with two equivalents of triethyl phosphite in toluene for four hours to yield the octanol phosphonate intermediate. The mixture was cooled to −40° C. under argon. Lithium diisopropyl amine was added (2.3 mol equivalents to the phosphonate) and slowly warmed to room temp. Freshly distilled crotonaldehyde (2 mol equivalents) was added and stirred at room temp for 4 hours. The mixture was worked up to yield 8,10-dodecadienol.

出典と根拠

ORDレコード
ord-4810d6a37c154083b6357a8a73f35663
出典データセット
uspto-grants-2004_02
特許番号
US06696597B2

反応ノート

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