Nitrogen → [3-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl]-methanol

HRID 2064980ノート

反応式

HRID 2064980 の反応式
N#N.[CH3:3][C:4]1([C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[CH:12]=[O:13])[O:8][CH2:7][CH2:6][O:5]1.[BH4-].[Na+].O>CO>[CH3:3][C:4]1([C:9]2[CH:10]=[C:11]([CH2:12][OH:13])[CH:14]=[CH:15][CH:16]=2)[O:5][CH2:6][CH2:7][O:8]1

参加物

6

反応物 4

HCID 947NitrogenHCID 962WaterHCID 4311764Sodium borohydrideHCID 10607757Benzaldehyde, 3-(2-methyl-1,3-dioxolan-2-yl)-

生成物 1

HCID 66820167[3-(2-Methyl-[1,3]dioxolan-2-yl)-phenyl]-methanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), to a ice-cold solution of 3-(2-methyl-[1,3]dioxolan-2-yl)-benzaldehyde (896 mg, 4.66 mmol) in MeOH (10.0 mL) was added NaBH4 (228 mg, 5.79 mmol in four equal portions). The reaction mixture was then stirred at rt for 1 h. Water was added and the mixture was extracted twice with EA. The combined org. extracts were washed with brine, dried over Na2SO4, filtered, and the solvent was removed under reduced pressure to give the title compound as a colorless oil. TLC: rf (50:50 hept-EA)=0.28. LC-MS-conditions 02: tR=0.74 min; [M+H]+=195.71.

後処理

  1. extractionthe mixture was extracted twice with EA
  2. washextracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-56bd233b3a234fe794f280f190f9f744
出典データセット
uspto-grants-2012_10
特許番号
US08288419B2

反応ノート

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