Carbon tetrabromide → HCID 58327488、化合物

HRID 391805ノート

反応式

HRID 391805 の反応式
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[S:9][C:10]([CH2:14]O)=[C:11]([CH3:13])[N:12]=1)([CH3:4])([CH3:3])[CH3:2].C(Br)(Br)(Br)[Br:18]>ClCCl>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[S:9][C:10]([CH2:14][Br:18])=[C:11]([CH3:13])[N:12]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 11205Carbon tetrabromideHCID 23560820Tert-butyl 5-(hydroxymethyl)-4-methylthiazol-2-ylcarbamate

生成物 1

HCID 58327488HCID 58327488、化合物収率 81%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

(5-Hydroxymethyl-4-methyl-thiazol-2-yl)-carbamic acid tert-butyl ester (0.3 g) and 1 g of triphenylphosphine polystyrene (1.2 mmol/g) were taken in anhydrous dichloromethane (6 mL) and cooled to 0° C., and carbontetrabromide (0.4 g) added. The mixture stirred for 1 h. at 0° C. room temperature for 2 h. Resin was filtered and washed with 5 mL of dichloromethane, filtrate was concentrated and dried in vacuum give (5-Bromomethyl-4-methyl-thiazol-2-yl)-carbamic acid tert-butyl ester (0.3 g). This was used in the next reaction with no further purification. 1H NMR (400 MHz, Acetone-d6) 4.9 (s, 2H), 2.45 (s, 3H), 1.55 (s, 3H).

後処理

  1. filtrationResin was filtered
  2. washwashed with 5 mL of dichloromethane, filtrate
  3. concentrationwas concentrated
  4. customdried in vacuum

出典と根拠

ORDレコード
ord-91bc90ab0b214886a7b31de57809b75c
出典データセット
uspto-grants-2013_02
特許番号
US08383644B2

反応ノート

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