Diethyl butylmalonate → Phytanic Acid

HRID 637277

반응식

HRID 637277 반응식
C(C(C(OCC)=O)C(OCC)=[O:10])C1C=CC=CC=1.C(C(C(OCC)=O)C(OCC)=O)CCC.CC(CCCCCCCC)C(O)=O.C(C(CCCC)(CCCCCCCCCC)C(O)=O)CCC.C(C(CCCCCCCCCC)C(O)=O)CCC.[CH3:87][CH:88]([CH2:90][CH2:91][CH2:92][C@H:93]([CH2:95][CH2:96][CH2:97][C@H:98]([CH2:100][CH2:101][CH2:102]/[C:103](=[CH:105]/[CH2:106][OH:107])/[CH3:104])[CH3:99])[CH3:94])[CH3:89]>C(O)(=O)C.[O-2].[O-2].[O-2].[Cr+6]>[CH3:104][CH:103]([CH2:102][CH2:101][CH2:100][CH:98]([CH3:99])[CH2:97][CH2:96][CH2:95][CH:93]([CH3:94])[CH2:92][CH2:91][CH2:90][CH:88]([CH3:87])[CH3:89])[CH2:105][C:106]([OH:10])=[O:107]

참가 물질

9

반응물 6

HCID 67244Diethyl butylmalonateHCID 69090Diethyl 2-benzylpropanedioateHCID 91167Decanoic acid, 2-methyl-HCID 5280435PhytolHCID 124241272-butyldodecanoic acidHCID 19087895HCID 19087895, 화합물

생성물 1

HCID 26840Phytanic Acid

시약·촉매·용매 2

HCID 10219390chromium (VI) trioxide촉매HCID 176Acetic Acid용매

실험 절차

The 2-benzylalkanoic and 2-butylalkanoic acids were prepared by the malonic ester method starting from diethyl benzylmalonate or diethyl butylmalonate and the appropriate alkyl bromide. The procedure used was analogous to that for the preparation of 2-methyldecanoic acid. Preparation of 2,2-dibutyldodecanoic acid was accomplished by alkylation of 2-butyldodecanoic acid using the method of Pfeffer, Silbert, and Chirinko. Hydrogenation of phytol followed by oxidation of the resulting saturated alcohol with a solution of chromium trioxide in acetic acid gave 3,7,11,15-tetramethylhexadecanoic acid.

출처 및 근거

ORD 기록
ord-7c1a0b002e334083948a27da8d74ec1b
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04556495

연결된 노트

불러오는 중…