Isoprene → Squalene

HRID 2051440노트

반응식

HRID 2051440 반응식
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]

참가 물질

7

반응물 2

HCID 6557IsopreneHCID 8089Squalane

생성물 1

HCID 638072Squalene

시약·촉매·용매 4

HCID 935Nickel촉매HCID 14647680Nickel naphthenate촉매HCID 178418400CID 53628100촉매HCID 8078Cyclohexane용매

실험 절차

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.

후처리

  1. customcan be easily produced

출처 및 근거

ORD 기록
ord-0ae9cfcf42f54576a5cd4a03a0b92817
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05018828

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