Hydroquinone → 3,4-Dihydro-2H-1-benzopyran-6-ol

HRID 63804

반응식

HRID 63804 반응식
S(S([O-])=O)([O-])=O.[Na+].[Na+].[C:9]1([CH:16]=[CH:15][C:13]([OH:14])=[CH:12][CH:11]=1)[OH:10].[CH3:17][C:18](O)(CCCC(C)CCCC(C)CCCC(C)C)[CH:19]=C>[Cl-].[Cl-].[Zn+2]>[O:10]1[C:9]2[C:16](=[CH:15][C:13]([OH:14])=[CH:12][CH:11]=2)[CH2:19][CH2:18][CH2:17]1

참가 물질

5

반응물 3

HCID 785HydroquinoneHCID 10453IsophytolHCID 24489Sodium Dithionite

생성물 1

HCID 151223383,4-Dihydro-2H-1-benzopyran-6-ol

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

실험 절차

2,6-dimethylquinone 111 is reduced with sodium dithionite to the hydroquinone 112, which is then reacted with 3,7,11,15-tetramethyl-3-hydroxy-1-hexadecene 113 and ZnCl2 to form the 6-chromanol 114. Conversion to the protected intermediate 115 is followed by bromination with Br2 and silver trifluoroacetate to form the bromide 116. Finally, 116 can be deprotected and oxidized with ceric ammonium nitrate (CAN) to yield 117.

출처 및 근거

ORD 기록
ord-a4c73b0460b94898a0a84e03a3b86891
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447006B2

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