Sodium Carbonate → 4'-Pyrrolidin-1-ylmethyl-biphenyl-4-carbaldehyde oxime

HRID 989270ノート

反応式

HRID 989270 の反応式
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:28][OH:29]>C(O)C>[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]=[N:28][OH:29])=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 98139384'-Pyrrolidin-1-ylmethyl-biphenyl-4-carbaldehyde

生成物 1

HCID 734155234'-Pyrrolidin-1-ylmethyl-biphenyl-4-carbaldehyde oxime収率 33.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of Example 27 (33.7 mg), sodium carbonate (27.6 mg), and hydroxylamine hydrochloride (18 mg) in ethanol (5 mL) was set to reflux for 16 hours. Inorganic solid was filtered out and washed with DCM and acetone. Organic layer was concentrated under reduced pressure to give the titled compound (12 mg) without purification. 1H NMR (400 MHz, CDCI3)δ8.19 (s, 1 H), 7.82-7.69 (m, 8 H), 4.37 (d, J=6.3, 2 H), 3.35 (m, 2 H), 3.10-3.03 (m, 2 H), 2.06-1.94 (m, 2 H), 1.93-1.88 (m, 2 H).

後処理

  1. temperatureto reflux for 16 hours
  2. filtrationInorganic solid was filtered out
  3. washwashed with DCM and acetone
  4. concentrationOrganic layer was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-13ed004ddf744982968e36e7e5a8dc90
出典データセット
uspto-grants-2003_10
特許番号
US06638967B2

反応ノート

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