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Sodium Carbonate → HCID 18474515, 화합물

HRID 2227989
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HRID 2227989 반응식
FC(F)(F)S(O[C:7]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10])(=O)=O.C([O-])([O-])=O.[Na+].[Na+].[C:26]1(B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[Li+].[Cl-]>C1(C)C=CC=CC=1.C1COCC1.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>[CH3:17][C:15]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 433294Lithium ChlorideHCID 18474576Methyl 2-trifluoromethylsulfonyloxy-4-methylbenzoate

생성물 1

HCID 18474515HCID 18474515, 화합물

시약·촉매·용매 3

HCID 178418397
HCID 178418397, 화합물
촉매
HCID 1140Toluene용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of product from step B (14 g; 47 mmol), 2M Na2CO3 (61.1 ml; 122.2 mmol) phenylboronic acid (6.3 g; 51.7 mmole) and LiCl (3.98 g; 94 mmol) in toluene (400 ml), was added, under argon atmosphere, a solution of tetrakis(triphenylphosphine)palladium (1.01 ml; 1.88 mmol) in THF (150 ml). The mixture was refluxed overnight, washed with 2N, NaOH and saturated NaCl. The organic phase was evaporated and the residue purified by flash chromatography (AcOEt/Petroleum ether: 95/5) to give methyl 4-methyl-2-phenylbenzoate as an oil (10.44 g; 98%).

후처리

  1. additionwas added, under argon atmosphere
  2. temperatureThe mixture was refluxed overnight
  3. washwashed with 2N, NaOH and saturated NaCl
  4. customThe organic phase was evaporated
  5. customthe residue purified by flash chromatography (AcOEt/Petroleum ether: 95/5)

출처 및 근거

ORD 기록
ord-586e54de0f30471f83ae8473692d2897
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06414145B1

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