Hydrochloric Acid → 5-Amino-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine

HRID 2271081ノート

反応式

HRID 2271081 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH3:14])[C:5]2[O:11][CH2:10][CH2:9][CH2:8][C:7](=O)[C:6]=2[CH:13]=1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:21].[Na+].Cl>CO>[NH2:21][CH:7]1[C:6]2[CH:13]=[C:2]([Cl:1])[CH:3]=[C:4]([CH3:14])[C:5]=2[O:11][CH2:10][CH2:9][CH2:8]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 517165Ammonium AcetateHCID 43472547-Chloro-9-methyl-3,4-dihydro-2H-benzo[b]oxepin-5-oneHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 223917895-Amino-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine収率 61.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

3.0 g of 7-chloro-9-methyl-3,4-dihydro-2H-1-benzoxepin-5-one, 50 ml of anhydrous methanol, 10.9 g of ammonium acetate and 0.63 g of sodium cyanoborohydride were stirred for 5 h at 60° C. and then for 2 days at RT. The reaction mixture was then acidified with hydrochloric acid and then concentrated on a rotary evaporator. The residue was taken up in water, and the solution was rendered alkaline with ammonia solution and extracted with EA. After drying and concentrating, the product was purified by chromatography on silica gel using ethyl acetate/methanol 9:1 and 1.3 g of 5-amino-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine were obtained.

後処理

  1. concentrationconcentrated on a rotary evaporator
  2. extractionextracted with EA
  3. customAfter drying
  4. concentrationconcentrating
  5. customthe product was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-f5c39af47cb646ce8e7c41d37c4c9f3d
出典データセット
uspto-grants-2001_12
特許番号
US06333349B1

反応ノート

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