Hydrochloric Acid → [4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanol

HRID 1442383ノート

反応式

HRID 1442383 の反応式
[CH2:1]([O:8][C:9]([C:11]([CH3:23])([CH3:22])[CH2:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].Cl>O1CCCC1>[CH2:1]([O:8][C:9]([C:11]([CH3:23])([CH3:22])[CH2:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:18][OH:19])=[CH:20][CH:21]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 230778534-(2-Benzyloxycarbonyl-2-methylpropoxy)benzaldehyde

生成物 1

HCID 23077835[4-(2-Benzyloxycarbonyl-2-methylpropoxy)phenyl]methanol収率 97.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-(2-benzyloxycarbonyl-2-methyl-propoxy)benzaldehyde (0.97 g) in tetrahydrofuran (20 mL) was added sodium borohydride (59 mg), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into 0.5 mol/L hydrochloric acid, and the resulting mixture was extracted with diethyl ether. The organic layer was washed with water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=6/1-3/2) to give the title compound (0.95 g).

後処理

  1. extractionthe resulting mixture was extracted with diethyl ether
  2. washThe organic layer was washed with water and brine successively
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=6/1-3/2)

出典と根拠

ORDレコード
ord-da40d9a1c8664b0d8dcf3b0454a2439c
出典データセット
uspto-grants-2010_02
特許番号
US07655632B2

反応ノート

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