Hydrochloric Acid → HCID 13564461、化合物

HRID 1284556ノート

反応式

HRID 1284556 の反応式
[OH:1][C:2]1[C:11]([CH:12]=O)=[C:6]2[CH2:7][CH2:8][CH2:9][O:10][C:5]2=[CH:4][CH:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:23])[CH3:22])=[CH:17][CH:16]=1.[BH4-].[Na+].Cl>CO.O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:11]=1[CH2:12][NH:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:23])[CH3:22])=[CH:17][CH:16]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 7468p-AminoacetophenoneHCID 4311764Sodium borohydrideHCID 13564460HCID 13564460、化合物

生成物 1

HCID 13564461HCID 13564461、化合物収率 76.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒

実験手順

A mixture of 6-hydroxy-3,4-dihydrobenzopyran-5- carboxaldehyde (308 mg, 1.73 mmol) and p-aminoacetophenone (236 mg, 1.73 mmol) in methanol (8 mL) was heated at reflux for one hour. The mixture was cooled to 15° at which time the intermediate Schiff's base crystallized. After filtration and drying a light orange product (221 mg, 43.3%) was obtained. This material was suspended in methanol (8 mL) and sodium borohydride (28 mg, 0.74 mmol) was added. After stirring at room temperature for ten minutes the mixture was poured into water (75 mL) and the resulting suspension neutralized (pH=7) with 2.5 N HCl. The product was collected by filtration and dried to afford 6-hydroxy-5-(4-acetylphenyl) aminomethyl-3,4-dihydrobenzopyran (170 mg, 76.6%), m.p. 213°-215° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for one hour
  3. customcrystallized
  4. filtrationAfter filtration
  5. dry with materialdrying a light orange product (221 mg, 43.3%)
  6. customwas obtained
  7. filtrationThe product was collected by filtration
  8. customdried

出典と根拠

ORDレコード
ord-ad898f76f63a442397332ef8aa866be5
出典データセット
uspto-grants-1986_01
特許番号
US04563476

反応ノート

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