Bromine → 4-bromo-9a-butyl-8-chloro-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

HRID 7880

반응식

HRID 7880 반응식
[CH2:1]([C:5]12[CH2:17][CH2:16][C:15](=[O:18])[CH:14]=[C:13]1[C:12]1[C:7](=[C:8]([Cl:21])[C:9]([O:19][CH3:20])=[CH:10][CH:11]=1)[CH2:6]2)[CH2:2][CH2:3][CH3:4].C(=O)(O)[O-].[Na+].[Br:27]Br>ClCCl>[Br:27][C:14]1[C:15](=[O:18])[CH2:16][CH2:17][C:5]2([CH2:1][CH2:2][CH2:3][CH3:4])[C:13]=1[C:12]1[C:7](=[C:8]([Cl:21])[C:9]([O:19][CH3:20])=[CH:10][CH:11]=1)[CH2:6]2

참가 물질

5

반응물 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 219909239a-butyl-8-chloro-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

생성물 1

HCID 219908724-bromo-9a-butyl-8-chloro-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 9a-butyl-8-chloro-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one (555 mg, 1.82 mmol) in anhydrous dichloromethane (18.2 mL) was treated with sodium bicarbonate (765 mg, 9.1 mmol) and bromine (0.093 mL, 1.82 mmol). The mixture was stirred at room temperature for 30 minutes and then diluted with CH2Cl2 (50 mL) and washed with water (50 mL). The organic phase was dried over MgSO4, filtered through a pad of silica gel (10 mL) with a 10 mL CH2Cl2 rinse, and the solvent evaporated under vacuum. The residue (0.55 g) was lyophilized from benzene to afford 4-bromo-9a-butyl-8-chloro-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one as an amorphous solid.

후처리

  1. washwashed with water (50 mL)
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered through a pad of silica gel (10 mL) with a 10 mL CH2Cl2
  4. washrinse
  5. customthe solvent evaporated under vacuum

출처 및 근거

ORD 기록
ord-9cf6287b0a4c41f28bee99b9776571b1
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087599B2

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