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Cesium carbonate → 3-(Hydroxymethyl)-4-m-tolyl-1H-isochromen-1-one

HRID 634354
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HRID 634354 반응식
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[O:12])[O:4][C:3]=1[CH2:13][OH:14].[C:15]1([CH3:24])[CH:20]=[CH:19][CH:18]=[C:17](B(O)O)[CH:16]=1.C([O-])([O-])=O.[Cs+].[Cs+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[OH:14][CH2:13][C:3]1[O:4][C:5](=[O:12])[C:6]2[C:11]([C:2]=1[C:17]1[CH:16]=[C:15]([CH3:24])[CH:20]=[CH:19][CH:18]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 27339503-Tolylboronic acidHCID 160500224-bromo-3-(hydroxymethyl)-1H-isochromen-1-one2회

생성물 1

HCID 1181311163-(Hydroxymethyl)-4-m-tolyl-1H-isochromen-1-one수율 40.2%

시약·촉매·용매 1

HCID 178418397HCID 178418397, 화합물촉매

실험 절차

The title compound was made in a similar way as that of the intermediate B2 using 4-bromo-3-(hydroxymethyl)-1H-isochromen-1-one (Intermediate A1, 0.5 g, 1.96 mmol), m-tolylboronic acid (0.400 g, 2.94 mmol), Pd(PPh3)4 (0.113 g, 0.098 mmol) and Cs2CO3 (0.64 g, 1.96 mmol) to afford the title compound (0.21 g, 40%).

출처 및 근거

ORD 기록
ord-a0711e45b1de46959e6e5f211da5945a
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321776B2

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