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Sulfuric Acid → HCID 12702707, 화합물

HRID 1381092
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HRID 1381092 반응식
[CH3:1][Si:2]([CH3:9])([CH3:8])/[CH:3]=[CH:4]/[CH:5]([OH:7])[CH3:6].O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].S(=O)(=O)(O)O>CCOCC>[CH3:1][Si:2]([CH3:9])([CH3:8])/[CH:3]=[CH:4]/[C:5](=[O:7])[CH3:6]
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참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 516856HCID 516856, 화합물HCID 10351819HCID 10351819, 화합물

생성물 1

HCID 12702707HCID 12702707, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Referring to Flowchart II, 3-butyn-2-ol (formula 21) is treated in step H with sodium hydride in ether at -20° C. and then with 2.0 n-butyllithium in hexane, followed by chlorotrimethylsilane, to produce (+)-4-trimethylsilyl-3-butyn-2-ol (formula 22), which is then reacted in step I with lithium aluminum hydride in ether at reflux for several hours, basified and distilled, to produce (±)-trans-4-(trimethylsilyl)-3-buten-2-ol (formula 23). The reaction in step J of (23) in ether with a mixture of sodium dichromate hydrate and sulfuric acid at <5° C. or below produces trans-4-(trimethylsilyl)-3-buten-2-one (formula 24), which upon distillation with selected solvents gives trans-4-(trimethylsilyl)-2-acetoxy-1,3-butadiene (formula 25).

출처 및 근거

ORD 기록
ord-1f1c0b5e9c3640eeb704d265af60e69e
출처 데이터셋
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04585760

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