Hydrochloric Acid → HCID 13564462、化合物

HRID 1284557ノート

反応式

HRID 1284557 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.[F:14][C:15]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:16]=1[NH2:17].[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:17][C:16]1[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:15]=1[F:14]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 97092,4-DifluoroanilineHCID 4311764Sodium borohydrideHCID 13564460HCID 13564460、化合物

生成物 1

HCID 13564462HCID 13564462、化合物収率 96.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of 6-hydroxy-3,4-dihydrobenzopyran-5-carboxaldehyde (299 mg, 1.68 mmol) and 2,4 -difluoroaniline (219 mg, 1.68 mmol) in methanol (8 mL) was heated to reflux for 20 minutes during which time the intermediate Schiff's base crystallized, and, after cooling to room temperature, was collected by filtration and dried. The isolated Schiff's base (175 mg, 36%) was suspended in methanol (8 mL) and sodium borohydride (25 mg, 0.66 mmol) was added. The mixture was stirred at room temperature for 5 minutes, poured into water (50 mL) and carefully neutralized (pH=7) with 2.5 N HCl. The product was collected by filtration and dried to afford 6-hydroxy-5-(2,4-difluorophenyl)aminomethyl-3, 4-dihydrobenzopyran, (170 mg, 96.6%), m.p. 120°-121° C.

後処理

  1. temperaturewas heated
  2. customcrystallized
  3. filtrationwas collected by filtration
  4. customdried
  5. filtrationThe product was collected by filtration
  6. customdried

出典と根拠

ORDレコード
ord-a1974683faef44ccb8e4dad523e0aac3
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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