Hydrochloric Acid → HCID 15093830、化合物

HRID 1030420ノート

反応式

HRID 1030420 の反応式
[BH4-].[Na+].[C:3]([O:6][C:7]1[C:8]([CH3:32])=[C:9]2[C:14](=[C:15]([CH3:18])[C:16]=1[CH3:17])[O:13][C:12]([CH3:30])([CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)[CH2:11][C:10]2=[O:31])(=[O:5])[CH3:4].CO.Cl>C1C=CC=CC=1>[C:3]([O:6][C:7]1[C:8]([CH3:32])=[C:9]2[C:14](=[C:15]([CH3:18])[C:16]=1[CH3:17])[O:13][C:12]([CH3:30])([CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)[CH2:11][CH:10]2[OH:31])(=[O:5])[CH3:4]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 113504832,5,7,8-TETRAMETHYL-2-(4-NITROPHENOXYMETHYL)-4-OXOCHROMAN-6-YL ACETATE

生成物 1

HCID 15093830HCID 15093830、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

160 mg of sodium borohydride were added to a mixture of 1.8 g of 6-acetoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)chroman-4-one (prepared as described in Preparation 47), 15 ml of methanol and 1 ml of benzene in an ice bath, and the mixture was stirred for 30 minutes. The reaction mixture was then poured into ice-water, neutralized with 10% w/v aqueous hydrochloric acid and extracted with benzene. The benzene extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography eluted with a 9:1 by volume mixture of benzene and ethyl acetate, to give crystals. These crystals were recrystallized from a mixture of benzene and hexane to give the title compound, melting at 139°-141° C.

後処理

  1. extractionextracted with benzene
  2. extractionThe benzene extract
  3. washwas washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography
  7. washeluted with a 9:1 by volume mixture of benzene and ethyl acetate
  8. customto give crystals
  9. customThese crystals were recrystallized from a mixture of benzene and hexane

出典と根拠

ORDレコード
ord-f25bfdf521d54072b19b257953c3eea6
出典データセット
uspto-grants-1992_04
特許番号
US05104888

反応ノート

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