Isoprene → Squalene

HRID 2051440ノート

反応式

HRID 2051440 の反応式
C=CC(=C)C.[CH3:6][CH:7]([CH2:9][CH2:10][CH2:11][CH:12]([CH2:14][CH2:15][CH2:16][CH:17]([CH2:19][CH2:20][CH2:21][CH2:22][CH:23]([CH2:25][CH2:26][CH2:27][CH:28]([CH2:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH3:29])[CH3:24])[CH3:18])[CH3:13])[CH3:8]>C([Li])(CC)C.C1C=C2C(C=C(C([O-])=O)C=C2)=CC=1.C1C=C2C(C=C(C([O-])=O)C=C2)=CC=1.[Ni+2].[Ni].C1CCCCC1>[CH3:35][C:33](=[CH:32][CH2:31][CH2:30]/[C:28](=[CH:27]/[CH2:26][CH2:25]/[C:23](=[CH:22]/[CH2:21][CH2:20]/[CH:19]=[C:17](/[CH2:16][CH2:15]/[CH:14]=[C:12](/[CH2:11][CH2:10][CH:9]=[C:7]([CH3:8])[CH3:6])\[CH3:13])\[CH3:18])/[CH3:24])/[CH3:29])[CH3:34]

参加物

7

反応物 2

HCID 6557IsopreneHCID 8089Squalane

生成物 1

HCID 638072Squalene

試薬・触媒・溶媒 4

HCID 935Nickel触媒HCID 14647680Nickel naphthenate触媒HCID 178418400CID 53628100触媒HCID 8078Cyclohexane溶媒

実験手順

As the oligomer (D) represented by the formula: ##STR2## When m is 0 and R is ##STR3## is a hydrogenated product of polyisoprene. For obtaining a hydrogenated product of polyisoprene, it can be easily produced by carrying out anion polymerization of isoprene in a cyclohexane solution under the copresence of sec-butyl lithium catalyst and then hydrogenating the polymer in the presence of a nickel naphthenate catalyst. On the other hand, when m is 1, n and pare 2, and R is ##STR4## it is squalane obtained by hydrogenation of squalene with a nickel catalyst. Squalene which is a starting material of squalane is contained in liver oil of a deep sea shark, and it can be obtained by subjecting the unsaponified product of shark liver oil to fractional distillation, deacidification and further to fractional distillation in the presence of metallic sodium, or condensing farnesyl chloride or farnesyl bromide in the presence of metallic magnesium, or carrying out Wittig reaction on transgeraniol acetone.

後処理

  1. customcan be easily produced

出典と根拠

ORDレコード
ord-0ae9cfcf42f54576a5cd4a03a0b92817
出典データセット
uspto-grants-1991_05
特許番号
US05018828

反応ノート

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