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Boron tribromide → HCID 44182098, 화합물

HRID 1802061
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HRID 1802061 반응식
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([C:13]1([CH3:19])[CH2:17][O:16][C:15](=[O:18])[NH:14]1)[CH2:7][CH2:6]2.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][CH:8]([C:13]1([CH3:19])[CH2:17][O:16][C:15](=[O:18])[NH:14]1)[CH2:7][CH2:6]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 461946754-(6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-4-methyloxazolidin-2-one

생성물 1

HCID 44182098HCID 44182098, 화합물수율 84.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
20 °C

실험 절차

A stirred solution of 100 grams of 4-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-4-methyloxazolidin-2-one in 6 L dichloromethane was cooled to −80° C. under nitrogen. A solution of 177 g BBr3 in dichloromethane was added dropwise; during addition the reaction temperature was kept below −75° C. The reaction was stirred at 20° C. until the starting material was less than 2% by HPLC. Ice water was added to crystallize the solid, which was was filtered, washed with water, and the cake was slurried in methanol and dried to afford 80 g of 4-(6-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)-4-methyloxazolidin-2-one, M=247.29, purity >98%.

후처리

  1. additionduring addition the reaction temperature
  2. customwas kept below −75° C
  3. customto crystallize the solid, which
  4. filtrationwas was filtered
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-099c46bd44524cd18db598cd55145125
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08349849B2

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