Methanol → 6-Bromo-3,4-dihydro-2H-1-benzopyran-2-methanol

HRID 1906876ノート

反応式

HRID 1906876 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]([C:11](O)=[O:12])[CH2:8][CH2:7][C:6]=2[CH:14]=1.B.S(C)C.CO>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]([CH2:11][OH:12])[CH2:8][CH2:7][C:6]=2[CH:14]=1

参加物

6

反応物 4

HCID 887MethanolHCID 1068Dimethyl SulfideHCID 6331BoraneHCID 223513906-Bromo-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

生成物 1

HCID 202110506-Bromo-3,4-dihydro-2H-1-benzopyran-2-methanol収率 86%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred mixture of 80 parts of 6-bromo-3,4-dihydro-2H-benzopyran-2-carboxylic acid and 225 parts of tetrahydrofuran were added dropwise 400 parts of a solution of borane, compound with thiobismethane 0.2N in tetrahydrofuran. Upon completion, stirring was continued for 4hours at room temperature. 80 parts of methanol were added dropwise and stirring was continued for 30 minutes at reflux temperature. The solvent was distilled off till half its volume. The remaining solvent was evaporated and the residue was distilled, yielding 63 parts (86%) of 6-bromo-3,4-dihydro-2H-1-benzopyran-2-methanol; bp. 150° C. at 39.9 Pa (intermediate 1).

後処理

  1. stirringstirring
  2. waitwas continued for 30 minutes
  3. temperatureat reflux temperature
  4. distillationThe solvent was distilled off till half its volume
  5. customThe remaining solvent was evaporated
  6. distillationthe residue was distilled

出典と根拠

ORDレコード
ord-00b34106b0ca4ad589a61fd6922c9c6a
出典データセット
uspto-grants-1987_03
特許番号
US04654362

反応ノート

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