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Dimethyl Sulfide → 4-Bromo-2,6-difluorobenzyl alcohol

HRID 576193
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HRID 576193 반응식
[Br:1][C:2]1[CH:10]=[C:9]([F:11])[C:5]([C:6](O)=[O:7])=[C:4]([F:12])[CH:3]=1.CSC>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([CH2:6][OH:7])=[C:9]([F:11])[CH:10]=1
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참가 물질

4

반응물 2

HCID 1068Dimethyl SulfideHCID 27732984-Bromo-2,6-difluorobenzoic acid

생성물 1

HCID 27733034-Bromo-2,6-difluorobenzyl alcohol수율 95.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of 4-bromo-2,6-difluorobenzoic acid (5 g, 21.10 mmol) in THF (100 mL) was added BH3.DMS (20.03 mL, 211 mmol) dropwise at rt. The resulting mixture was stirred at 60° C. for 16 h. After LCMS analysis showed the starting material had disappeared, the mixture was quenched by MeOH. The solvent was removed in vacuo to yield a white solid of (4-bromo-2,6-difluorophenyl)methanol (4.5 g, 20.02 mmol, 95.2% yield), which was used in the next step without further purification: ES-LCMS m/z 222.1 (M+1).

후처리

  1. customdropwise at rt
  2. customthe mixture was quenched by MeOH
  3. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-16daa989498e4641b72c901c637150b4
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09035063B2

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