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Phosphoric Acid → 6-Hydroxy-7-tert.-butyl-2-methyl-2-cyanochromane

HRID 2286822
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HRID 2286822 반응식
C(Cl)Cl.[C:4]([C:8]1[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:9]=1[OH:10])([CH3:7])([CH3:6])[CH3:5].[CH3:16][C:17](O)([C:20]#[N:21])[CH:18]=[CH2:19].P(=O)(O)(O)O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[OH:10][C:9]1[CH:11]=[C:12]2[C:13](=[CH:14][C:8]=1[C:4]([CH3:7])([CH3:5])[CH3:6])[O:15][C:17]([CH3:16])([C:20]#[N:21])[CH2:18][CH2:19]2
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1004Phosphoric AcidHCID 6344DichloromethaneHCID 16043Tert-ButylhydroquinoneHCID 23317073Methylvinyl ketone cyanohydrin

생성물 1

HCID 144156766-Hydroxy-7-tert.-butyl-2-methyl-2-cyanochromane수율 30%

시약·촉매·용매 1

HCID 21584019Toluene ethylacetate
용매

실험 절차

Using the method described in the last paragraph of Example 1, but with methylene chloride instead of toluene, 56.0 g (0.338 mole) of tert.-butyl hydroquinone were reacted with 33.6 g (0.338 mole) of methyl vinyl ketone cyanohydrin, which was stabilized with 1 g of phosphoric acid. After chromatography of the crude product over silica gel, using toluene/ethyl acetate, 6-hydroxy-7-tert.-butyl-2-methyl-2-cyanochromane was obtained in 30% yield, as colorless crystals of melting point 153°-155° C.

출처 및 근거

ORD 기록
ord-bddf24b15c7b488fbb8eab64896a304a
출처 데이터셋
uspto-grants-1981_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04268446

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